# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_AnThio_280K
_database_code_depnum_ccdc_archive 'CCDC 2347862'
loop_
_audit_author_name
_audit_author_address
'Gary George III'
;University of Missouri
United States of America
;
_audit_update_record             
;
2024-04-11 deposited with the CCDC.	2024-05-29 downloaded from the CCDC.
;
_audit_creation_date             2023-12-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H11 N S'
_chemical_formula_sum            'C15 H11 N S'
_chemical_formula_weight         237.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2758(2)
_cell_length_b                   9.9051(2)
_cell_length_c                   13.2567(3)
_cell_angle_alpha                82.254(2)
_cell_angle_beta                 83.462(2)
_cell_angle_gamma                77.9570(10)
_cell_volume                     1175.69(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    20936
_cell_measurement_temperature    279.95(10)
_cell_measurement_theta_max      76.1840
_cell_measurement_theta_min      3.3560
_shelx_estimated_absorpt_T_max   0.833
_shelx_estimated_absorpt_T_min   0.538
_exptl_absorpt_coefficient_mu    2.211
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.347
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             496
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -6 -3 0.1005
0 -6 -3 0.0960
3 -4 -2 0.0860
0 6 3 0.0892
5 5 2 0.1255
0 -2 8 0.0264
1 -1 8 0.0357
-1 1 -8 0.0698
0 2 -8 0.0603
-4 3 2 0.1315
-1 6 3 0.0931
-1 -3 7 0.0494
2 -3 6 0.0469
0 -4 5 0.0469
1 5 -4 0.0815
-5 -5 -1 0.1272
3 -3 -6 0.0828
-4 2 6 0.1000
2 6 5 0.0913
6 -1 2 0.1320
0 6 -1 0.0888
-1 0 -8 0.0562
1 0 8 0.0360
0 -1 8 0.0244
-2 -3 -8 0.0863
1 -1 -8 0.0617
-2 0 8 0.0513
0 2 8 0.0357
1 3 8 0.0473
-2 -1 8 0.0479
1 1 9 0.0363
0 0 9 0.0280

_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.185
_exptl_crystal_size_min          0.086
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0891 -6.3121 -2.7225 0.1697 0.7116 0.6818
-0.0111 -6.1403 -2.8008 0.1958 0.8198 0.5382
3.1338 -4.4208 -2.4734 0.2330 0.9724 0.0128
0.0062 6.1390 2.8010 -0.1959 -0.8202 -0.5375
4.7988 4.8654 1.5228 -0.0148 -0.0669 -0.9977
0.0817 -1.8436 7.8355 -0.9614 0.2305 0.1500
1.3246 -0.7246 8.2269 -0.9680 0.2319 -0.0960
-1.4689 0.5868 -8.2405 0.9648 -0.2311 0.1253
-0.1711 1.7670 -7.8795 0.9638 -0.2311 -0.1327
-4.3427 3.0964 2.0408 -0.2256 -0.9423 0.2471
-0.9825 5.8017 2.7969 -0.2148 -0.8954 -0.3901
-1.2829 -2.9342 6.8673 -0.8878 0.2123 0.4082
1.7131 -3.1586 6.3188 -0.7917 0.6068 0.0706
-0.0553 -4.4020 5.3896 -0.7309 0.5598 0.3903
0.6264 5.1065 -4.2592 0.6202 -0.5872 -0.5201
-5.0116 -4.6016 -1.3071 -0.0074 0.0055 1.0000
2.8569 -2.7011 -6.0178 0.6843 0.7218 -0.1038
-3.7082 1.7263 5.5279 -0.6582 -0.6945 0.2906
2.1704 5.5358 5.1625 -0.4606 -0.4851 -0.7433
5.5775 -0.7290 2.3749 -0.2275 0.7654 -0.6019
-0.1614 6.0926 -0.9611 0.2439 -0.8231 -0.5128
-0.7966 0.4413 -8.4104 0.9898 -0.1298 0.0578
1.2421 -0.0248 8.4558 -0.9807 0.1285 -0.1474
0.0756 -1.0958 8.1979 -0.9879 0.1297 0.0854
-1.7128 -3.2662 -7.8765 0.8351 0.2483 0.4909
0.9107 -1.1282 -8.2593 0.9587 0.2844 -0.0087
-1.8095 0.2735 7.8595 -0.9412 -0.2790 0.1906
-0.3802 1.6026 8.3644 -0.9542 -0.2832 -0.0960
0.7235 2.5219 8.2900 -0.9120 -0.2709 -0.3080
-1.8967 -1.3444 7.5121 -0.9366 -0.0744 0.3424
0.9027 1.2133 8.5893 -0.9736 -0.0769 -0.2150
-0.1376 0.2778 8.5063 -0.9968 -0.0789 -0.0092

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0726
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            49375
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.103
_diffrn_reflns_theta_min         3.378
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      279.95(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -120.00 -66.00   0.50    0.11    --  -47.76-137.00 -29.00  108
  2  ω    -91.00 -17.00   0.50    0.11    --  -47.76 132.00-143.00  148
  3  ω   -120.00 -69.00   0.50    0.11    --  -47.76-132.00 147.00  102
  4  ω    -95.00 -19.00   0.50    0.11    --  -47.76 137.00  33.00  152
  5  ω     38.00  99.00   0.50    0.11    --   47.76-132.00 147.00  122
  6  ω     41.00 102.00   0.50    0.11    --   47.76-137.00 -29.00  122
  7  ω    -95.00 -19.00   0.50    0.45    --  -91.75 137.00  33.00  152
  8  ω   -158.00 -66.00   0.50    0.45    --  -91.75-137.00 -29.00  184
  9  ω   -162.00 -69.00   0.50    0.45    --  -91.75-132.00 147.00  186
 10  ω     41.00 121.00   0.50    0.45    --  107.31-137.00 -29.00  160
 11  ω     87.00 178.00   0.50    0.45    --  107.31 137.00  33.00  182
 12  ω     38.00 117.00   0.50    0.45    --  107.31-132.00 147.00  158
 13  ω     91.00 178.00   0.50    0.45    --  107.31 132.00-143.00  174
 14  ω    -58.00 -32.00   0.50    0.11    --   14.00 163.00 166.38   52
 15  ω    -21.00  14.00   0.50    0.11    --   14.00 102.00  92.17   70
 16  ω     -8.00  22.00   0.50    0.11    --   26.00 100.00 -96.70   60
 17  ω     -3.00  27.00   0.50    0.11    --   30.00  98.00 121.87   60
 18  ω      9.00  43.00   0.50    0.11    --   38.00  90.00 -58.73   68
 19  ω   -123.00 -35.00   0.50    0.11    --  -47.76 -19.00   0.00  176
 20  ω   -120.00 -25.00   0.50    0.11    --  -47.76 -77.00-120.00  190
 21  ω     35.00 123.00   0.50    0.11    --   47.76  19.00 150.00  176
 22  ω     36.00 121.00   0.50    0.11    --   47.76  38.00-180.00  170
 23  ω     28.00 122.00   0.50    0.11    --   50.00  75.00  11.80  188
 24  ω     28.00 122.00   0.50    0.11    --   50.00  76.00  86.79  188
 25  ω     27.00 122.00   0.50    0.11    --   50.00  77.00 143.55  190
 26  ω     32.00 126.00   0.50    0.11    --   54.00  76.00 -44.37  188
 27  ω     31.00 126.00   0.50    0.11    --   54.00  77.00-162.22  190
 28  ω   -131.00 -35.00   0.50    0.11    --  -58.00 -76.00  63.92  192
 29  ω     36.00 131.00   0.50    0.11    --   58.00  75.00   3.15  190
 30  ω     36.00 131.00   0.50    0.11    --   58.00  75.00-119.35  190
 31  ω     36.00 131.00   0.50    0.11    --   58.00  75.00  45.37  190
 32  ω   -135.00 -41.00   0.50    0.11    --  -62.00 -73.00 -90.91  188
 33  ω   -135.00 -40.00   0.50    0.11    --  -62.00 -74.00-135.32  190
 34  ω     40.00 135.00   0.50    0.11    --   62.00  75.00 103.30  190
 35  ω     41.00 135.00   0.50    0.11    --   62.00  74.00 -85.44  188
 36  ω     40.00 135.00   0.50    0.11    --   62.00  75.00-176.58  190
 37  ω     41.00 135.00   0.50    0.11    --   62.00  73.00 157.52  188
 38  ω   -143.00 -49.00   0.50    0.45    --  -70.00 -73.00 -60.65  188
 39  ω     48.00 143.00   0.50    0.11    --   70.00  76.00  40.70  190
 40  ω   -143.00 -53.00   0.50    0.45    --  -70.00 -61.00  29.48  180
 41  ω   -142.00 -54.00   0.50    0.45    --  -70.00 -60.00  92.77  176
 42  ω   -146.00 -52.00   0.50    0.45    --  -74.00 -74.00-101.34  188
 43  ω   -151.00 -61.00   0.50    0.45    --  -78.00 -61.00 155.50  180
 44  ω    -81.00 -56.00   0.50    0.45    --  -78.00 -75.00 -13.27   50
 45  ω    -87.00 -57.00   0.50    0.45    --  -78.00 -73.00-110.74   60
 46  ω    -82.00 -57.00   0.50    0.45    --  -78.00 -73.00   7.90   50
 47  ω    -94.00 -60.00   0.50    0.45    --  -78.00 -64.00 175.33   68
 48  ω    -89.00 -56.00   0.50    0.45    --  -78.00 -74.00 -78.34   66
 49  ω    -86.00 -57.00   0.50    0.45    --  -78.00 -73.00-132.85   58
 50  ω    -88.00 -62.00   0.50    0.45    --  -82.00 -71.00  26.96   52
 51  ω    -89.00 -63.00   0.50    0.45    --  -82.00 -73.00-132.56   52
 52  ω    -91.00 -65.00   0.50    0.45    --  -82.00 -65.00-165.29   52
 53  ω   -101.00 -72.00   0.50    0.45    --  -91.75 -74.00-160.03   58
 54  ω   -163.00-106.00   0.50    0.45    --  -91.75 -74.00-160.03  114
 55  ω   -124.00 -72.00   0.50    0.45    --  -91.75 -77.00  30.00  104
 56  ω    -96.00 -69.00   0.50    0.45    --  -91.75 -76.00  93.13   54
 57  ω   -141.00-115.00   0.50    0.45    --  -91.75 -76.00  93.13   52
 58  ω    -97.00 -70.00   0.50    0.45    --  -91.75 -75.00 173.74   54
 59  ω    -64.00 -19.00   0.50    0.45    --  -91.75  57.00  30.00   90
 60  ω   -138.00 -71.00   0.50    0.45    --  -91.75 -74.00 163.80  134
 61  ω   -109.00 -83.00   0.50    0.45    --  -91.75 -56.00 -34.51   52
 62  ω   -143.00-116.00   0.50    0.45    --  -91.75 -56.00 -34.51   54
 63  ω   -159.00 -92.00   0.50    0.45    --  -91.75 -60.00-119.80  134
 64  ω   -162.00 -83.00   0.50    0.45    --  -91.75 -64.00 -86.63  158
 65  ω    -96.00 -70.00   0.50    0.45    --  -91.75 -76.00 109.41   52
 66  ω   -163.00 -72.00   0.50    0.45    --  -91.75 -77.00   0.00  182
 67  ω    -95.00 -69.00   0.50    0.45    --  -91.75 -77.00  78.74   52
 68  ω   -162.00 -70.00   0.50    0.45    --  -91.75 -77.00 120.00  184
 69  ω    -96.00 -70.00   0.50    0.45    --  -91.75 -74.00-130.73   52
 70  ω   -140.00 -75.00   0.50    0.45    --  -91.75 -72.00-173.96  130
 71  ω   -157.00-131.00   0.50    0.45    --  -91.75 -72.00  59.65   52
 72  ω   -155.00 -74.00   0.50    0.45    --  -91.75 -66.00 146.33  162
 73  ω   -141.00 -70.00   0.50    0.45    --  -91.75 -77.00 -90.00  142
 74  ω   -157.00 -71.00   0.50    0.45    --  -91.75 -71.00 132.96  172
 75  ω   -150.00-109.00   0.50    0.45    --  -91.75 -77.00  78.74   82
 76  ω   -162.00-120.00   0.50    0.45    --  -91.75 -67.00-159.91   84
 77  ω    -95.00 -69.00   0.50    0.45    --  -91.75 -76.00 101.10   52
 78  ω   -163.00 -73.00   0.50    0.45    --  -91.75 -67.00 -37.84  180
 79  ω   -163.00-101.00   0.50    0.45    --  -91.75 -76.00 101.10  124
 80  ω   -102.00 -70.00   0.50    0.45    --  -91.75 -77.00 -43.24   64
 81  ω   -106.00 -73.00   0.50    0.45    --  -91.75 -67.00-159.91   66
 82  ω   -147.00 -70.00   0.50    0.45    --  -91.75 -75.00  14.03  154
 83  ω   -152.00 -74.00   0.50    0.45    --  -91.75 -66.00  29.98  156
 84  ω    -79.00 -54.00   0.50    0.45    --  -91.75 132.00-143.00   50
 85  ω   -100.00 -72.00   0.50    0.45    --  -91.75 -72.00  59.65   56
 86  ω     36.00  66.00   0.50    0.45    --  107.31 -57.00  90.00   60
 87  ω     81.00 106.00   0.50    0.45    --  107.31 -99.00 120.00   50
 88  ω     47.00 102.00   0.50    0.45    --  107.31 -99.00 -60.00  110
 89  ω     36.00  68.00   0.50    0.45    --  107.31 -57.00   0.00   64
 90  ω     36.00  67.00   0.50    0.45    --  107.31 -57.00  30.00   62
 91  ω     62.00 110.00   0.50    0.45    --  107.31-125.00 -90.00   96
 92  ω     50.00  97.00   0.50    0.45    --  107.31 -99.00-180.00   94
 93  ω     36.00  68.00   0.50    0.45    --  107.31 -57.00-180.00   64
 94  ω     35.00  67.00   0.50    0.45    --  107.31 -57.00 -30.00   64
 95  ω     56.00 106.00   0.50    0.45    --  107.31 -99.00-150.00  100
 96  ω     65.00 109.00   0.50    0.45    --  107.31-125.00  90.00   88
 97  ω     35.00 106.00   0.50    0.45    --  107.31 -99.00 -30.00  142
 98  ω     35.00  68.00   0.50    0.45    --  107.31 -57.00 120.00   66
 99  ω     36.00  67.00   0.50    0.45    --  107.31 -57.00 150.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0121753000
_diffrn_orient_matrix_UB_12      0.0217822000
_diffrn_orient_matrix_UB_13      -0.1177036000
_diffrn_orient_matrix_UB_21      0.1212116000
_diffrn_orient_matrix_UB_22      -0.1323617000
_diffrn_orient_matrix_UB_23      -0.0029904000
_diffrn_orient_matrix_UB_31      -0.1192738000
_diffrn_orient_matrix_UB_32      -0.0873590000
_diffrn_orient_matrix_UB_33      -0.0001625000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3967
_reflns_number_total             4677
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.466
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4677
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0458
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0576P)²+0.4806P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1215
_refine_ls_wR_factor_ref         0.1278
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C23(H23), C8(H8), C3(H3), C13(H13), C18(H18), C28(H28), C10(H10), C25(H25),
 C21(H21), C6(H6), C4(H4), C12(H12), C27(H27), C26(H26), C11(H11), C19(H19),
 C20(H20), C5(H5)
2.b X=CH2 refined with riding coordinates:
 N1(H1A,H1B), N2(H2A,H2B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.66278(6) 0.84019(6) 0.42467(4) 0.05955(18) Uani 1 1 d . . . . .
S2 S 0.14921(6) 0.82118(6) 1.07218(4) 0.05914(18) Uani 1 1 d . . . . .
N1 N 0.6088(2) 0.8776(2) 0.61953(15) 0.0642(5) Uani 1 1 d . . . . .
H1A H 0.627601 0.856850 0.682414 0.077 Uiso 1 1 calc R U . . .
H1B H 0.537935 0.945328 0.602849 0.077 Uiso 1 1 calc R U . . .
C1 C 0.8091(2) 0.6901(2) 0.58615(15) 0.0466(4) Uani 1 1 d . . . . .
C16 C 0.3276(2) 0.7148(2) 0.91057(14) 0.0457(4) Uani 1 1 d . . . . .
C17 C 0.3089(2) 0.5806(2) 0.89877(14) 0.0470(4) Uani 1 1 d . . . . .
N2 N 0.1279(2) 0.9067(2) 0.87666(15) 0.0711(6) Uani 1 1 d . . . . .
H2A H 0.157967 0.901754 0.813211 0.085 Uiso 1 1 calc R U . . .
H2B H 0.052515 0.968632 0.893780 0.085 Uiso 1 1 calc R U . . .
C2 C 0.7836(2) 0.5529(2) 0.60052(15) 0.0482(5) Uani 1 1 d . . . . .
C14 C 0.9444(2) 0.7197(2) 0.60401(15) 0.0488(5) Uani 1 1 d . . . . .
C29 C 0.4669(2) 0.7520(2) 0.89143(14) 0.0467(4) Uani 1 1 d . . . . .
C15 C 0.6878(2) 0.8064(2) 0.54939(16) 0.0492(5) Uani 1 1 d . . . . .
C24 C 0.5939(2) 0.6479(2) 0.86403(15) 0.0490(5) Uani 1 1 d . . . . .
C9 C 1.0624(2) 0.6063(2) 0.63328(15) 0.0523(5) Uani 1 1 d . . . . .
C7 C 0.9026(2) 0.4410(2) 0.63103(15) 0.0521(5) Uani 1 1 d . . . . .
C22 C 0.4372(2) 0.4791(2) 0.86980(15) 0.0498(5) Uani 1 1 d . . . . .
C23 C 0.5752(2) 0.5154(2) 0.85475(15) 0.0529(5) Uani 1 1 d . . . . .
H23 H 0.657777 0.448564 0.837889 0.064 Uiso 1 1 calc R U . . .
C30 C 0.1973(2) 0.8193(2) 0.94757(16) 0.0493(5) Uani 1 1 d . . . . .
C8 C 1.0380(2) 0.4720(2) 0.64524(16) 0.0581(6) Uani 1 1 d . . . . .
H8 H 1.115045 0.399399 0.663522 0.070 Uiso 1 1 calc R U . . .
C3 C 0.6450(3) 0.5188(2) 0.58970(16) 0.0550(5) Uani 1 1 d . . . . .
H3 H 0.566938 0.589241 0.569685 0.066 Uiso 1 1 calc R U . . .
C13 C 0.9719(2) 0.8565(2) 0.59551(16) 0.0566(5) Uani 1 1 d . . . . .
H13 H 0.897464 0.931437 0.576790 0.068 Uiso 1 1 calc R U . . .
C18 C 0.1682(2) 0.5410(2) 0.91073(16) 0.0558(5) Uani 1 1 d . . . . .
H18 H 0.084220 0.605002 0.929754 0.067 Uiso 1 1 calc R U . . .
C28 C 0.4902(3) 0.8878(2) 0.89831(17) 0.0568(5) Uani 1 1 d . . . . .
H28 H 0.409925 0.956525 0.916008 0.068 Uiso 1 1 calc R U . . .
C10 C 1.2004(2) 0.6361(3) 0.65083(17) 0.0635(6) Uani 1 1 d . . . . .
H10 H 1.277537 0.563463 0.669045 0.076 Uiso 1 1 calc R U . . .
C25 C 0.7354(2) 0.6867(3) 0.84594(16) 0.0590(6) Uani 1 1 d . . . . .
H25 H 0.818504 0.620469 0.828796 0.071 Uiso 1 1 calc R U . . .
C21 C 0.4166(3) 0.3439(2) 0.85556(17) 0.0632(6) Uani 1 1 d . . . . .
H21 H 0.498424 0.276815 0.837682 0.076 Uiso 1 1 calc R U . . .
C6 C 0.8756(3) 0.3027(2) 0.64783(18) 0.0658(6) Uani 1 1 d . . . . .
H6 H 0.951491 0.229544 0.667181 0.079 Uiso 1 1 calc R U . . .
C4 C 0.6244(3) 0.3859(3) 0.60794(18) 0.0654(6) Uani 1 1 d . . . . .
H4 H 0.532067 0.366586 0.601875 0.079 Uiso 1 1 calc R U . . .
C12 C 1.1046(3) 0.8801(3) 0.61416(18) 0.0647(6) Uani 1 1 d . . . . .
H12 H 1.119235 0.970893 0.608971 0.078 Uiso 1 1 calc R U . . .
C27 C 0.6263(3) 0.9190(3) 0.87972(18) 0.0645(6) Uani 1 1 d . . . . .
H27 H 0.638056 1.008878 0.884423 0.077 Uiso 1 1 calc R U . . .
C26 C 0.7509(3) 0.8175(3) 0.85327(19) 0.0676(6) Uani 1 1 d . . . . .
H26 H 0.843918 0.840650 0.840829 0.081 Uiso 1 1 calc R U . . .
C11 C 1.2209(3) 0.7688(3) 0.64136(18) 0.0690(7) Uani 1 1 d . . . . .
H11 H 1.311886 0.786722 0.652788 0.083 Uiso 1 1 calc R U . . .
C19 C 0.1543(3) 0.4128(3) 0.89505(18) 0.0657(6) Uani 1 1 d . . . . .
H19 H 0.061031 0.389961 0.902265 0.079 Uiso 1 1 calc R U . . .
C20 C 0.2813(3) 0.3122(3) 0.8676(2) 0.0708(7) Uani 1 1 d . . . . .
H20 H 0.270600 0.223681 0.857798 0.085 Uiso 1 1 calc R U . . .
C5 C 0.7423(3) 0.2764(3) 0.6362(2) 0.0726(7) Uani 1 1 d . . . . .
H5 H 0.727565 0.185316 0.646735 0.087 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C15 1.675(2) . ?
S2 C30 1.663(2) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
N1 C15 1.306(3) . ?
C1 C2 1.412(3) . ?
C1 C14 1.398(3) . ?
C1 C15 1.505(3) . ?
C16 C17 1.407(3) . ?
C16 C29 1.403(3) . ?
C16 C30 1.501(3) . ?
C17 C22 1.440(3) . ?
C17 C18 1.426(3) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
N2 C30 1.316(3) . ?
C2 C7 1.443(3) . ?
C2 C3 1.422(3) . ?
C14 C9 1.441(3) . ?
C14 C13 1.418(3) . ?
C29 C24 1.442(3) . ?
C29 C28 1.422(3) . ?
C24 C23 1.382(3) . ?
C24 C25 1.429(3) . ?
C9 C8 1.380(3) . ?
C9 C10 1.423(3) . ?
C7 C8 1.392(3) . ?
C7 C6 1.427(3) . ?
C22 C23 1.387(3) . ?
C22 C21 1.431(3) . ?
C23 H23 0.9300 . ?
C8 H8 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.355(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.354(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.349(3) . ?
C28 H28 0.9300 . ?
C28 C27 1.350(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.355(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.350(4) . ?
C21 H21 0.9300 . ?
C21 C20 1.344(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.345(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.415(4) . ?
C12 H12 0.9300 . ?
C12 C11 1.412(4) . ?
C27 H27 0.9300 . ?
C27 C26 1.410(4) . ?
C26 H26 0.9300 . ?
C11 H11 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.423(4) . ?
C20 H20 0.9300 . ?
C5 H5 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1A N1 H1B 120.0 . . ?
C15 N1 H1A 120.0 . . ?
C15 N1 H1B 120.0 . . ?
C2 C1 C15 118.76(18) . . ?
C14 C1 C2 121.62(18) . . ?
C14 C1 C15 119.61(18) . . ?
C17 C16 C30 119.61(18) . . ?
C29 C16 C17 121.34(17) . . ?
C29 C16 C30 119.03(18) . . ?
C16 C17 C22 118.71(19) . . ?
C16 C17 C18 123.23(18) . . ?
C18 C17 C22 118.02(19) . . ?
H2A N2 H2B 120.0 . . ?
C30 N2 H2A 120.0 . . ?
C30 N2 H2B 120.0 . . ?
C1 C2 C7 118.58(19) . . ?
C1 C2 C3 123.57(18) . . ?
C3 C2 C7 117.8(2) . . ?
C1 C14 C9 118.9(2) . . ?
C1 C14 C13 123.36(18) . . ?
C13 C14 C9 117.76(19) . . ?
C16 C29 C24 118.84(19) . . ?
C16 C29 C28 123.35(18) . . ?
C28 C29 C24 117.81(19) . . ?
N1 C15 S1 123.86(16) . . ?
N1 C15 C1 116.03(18) . . ?
C1 C15 S1 120.10(15) . . ?
C23 C24 C29 119.46(19) . . ?
C23 C24 C25 122.19(19) . . ?
C25 C24 C29 118.3(2) . . ?
C8 C9 C14 119.3(2) . . ?
C8 C9 C10 121.7(2) . . ?
C10 C9 C14 119.0(2) . . ?
C8 C7 C2 119.0(2) . . ?
C8 C7 C6 122.5(2) . . ?
C6 C7 C2 118.5(2) . . ?
C23 C22 C17 119.49(19) . . ?
C23 C22 C21 122.2(2) . . ?
C21 C22 C17 118.3(2) . . ?
C24 C23 C22 122.08(18) . . ?
C24 C23 H23 119.0 . . ?
C22 C23 H23 119.0 . . ?
C16 C30 S2 119.96(15) . . ?
N2 C30 S2 123.76(16) . . ?
N2 C30 C16 116.28(18) . . ?
C9 C8 C7 122.61(19) . . ?
C9 C8 H8 118.7 . . ?
C7 C8 H8 118.7 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.4(2) . . ?
C4 C3 H3 119.3 . . ?
C14 C13 H13 119.4 . . ?
C12 C13 C14 121.2(2) . . ?
C12 C13 H13 119.4 . . ?
C17 C18 H18 119.3 . . ?
C19 C18 C17 121.5(2) . . ?
C19 C18 H18 119.3 . . ?
C29 C28 H28 119.3 . . ?
C27 C28 C29 121.4(2) . . ?
C27 C28 H28 119.3 . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.9(2) . . ?
C11 C10 H10 119.6 . . ?
C24 C25 H25 119.4 . . ?
C26 C25 C24 121.3(2) . . ?
C26 C25 H25 119.4 . . ?
C22 C21 H21 119.4 . . ?
C20 C21 C22 121.2(2) . . ?
C20 C21 H21 119.4 . . ?
C7 C6 H6 119.4 . . ?
C5 C6 C7 121.2(2) . . ?
C5 C6 H6 119.4 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.5(2) . . ?
C5 C4 H4 119.8 . . ?
C13 C12 H12 119.5 . . ?
C13 C12 C11 121.0(3) . . ?
C11 C12 H12 119.5 . . ?
C28 C27 H27 119.5 . . ?
C28 C27 C26 121.0(2) . . ?
C26 C27 H27 119.5 . . ?
C25 C26 C27 120.2(2) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C10 C11 C12 120.2(2) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.4(2) . . ?
C20 C19 H19 119.8 . . ?
C21 C20 C19 120.6(2) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C6 C5 C4 120.6(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C7 C8 0.0(3) . . . . ?
C1 C2 C7 C6 178.57(19) . . . . ?
C1 C2 C3 C4 -177.6(2) . . . . ?
C1 C14 C9 C8 -1.5(3) . . . . ?
C1 C14 C9 C10 179.59(19) . . . . ?
C1 C14 C13 C12 179.6(2) . . . . ?
C16 C17 C22 C23 0.3(3) . . . . ?
C16 C17 C22 C21 -178.51(18) . . . . ?
C16 C17 C18 C19 177.5(2) . . . . ?
C16 C29 C24 C23 1.6(3) . . . . ?
C16 C29 C24 C25 -179.25(18) . . . . ?
C16 C29 C28 C27 179.7(2) . . . . ?
C17 C16 C29 C24 -3.1(3) . . . . ?
C17 C16 C29 C28 177.38(19) . . . . ?
C17 C16 C30 S2 84.3(2) . . . . ?
C17 C16 C30 N2 -96.3(2) . . . . ?
C17 C22 C23 C24 -1.7(3) . . . . ?
C17 C22 C21 C20 0.8(3) . . . . ?
C17 C18 C19 C20 1.0(4) . . . . ?
C2 C1 C14 C9 2.9(3) . . . . ?
C2 C1 C14 C13 -176.68(19) . . . . ?
C2 C1 C15 S1 -81.8(2) . . . . ?
C2 C1 C15 N1 99.5(2) . . . . ?
C2 C7 C8 C9 1.3(3) . . . . ?
C2 C7 C6 C5 -0.3(3) . . . . ?
C2 C3 C4 C5 -1.5(4) . . . . ?
C14 C1 C2 C7 -2.1(3) . . . . ?
C14 C1 C2 C3 175.80(19) . . . . ?
C14 C1 C15 S1 97.4(2) . . . . ?
C14 C1 C15 N1 -81.3(3) . . . . ?
C14 C9 C8 C7 -0.6(3) . . . . ?
C14 C9 C10 C11 0.7(3) . . . . ?
C14 C13 C12 C11 0.9(3) . . . . ?
C29 C16 C17 C22 2.1(3) . . . . ?
C29 C16 C17 C18 -175.69(19) . . . . ?
C29 C16 C30 S2 -93.7(2) . . . . ?
C29 C16 C30 N2 85.6(3) . . . . ?
C29 C24 C23 C22 0.8(3) . . . . ?
C29 C24 C25 C26 -0.6(3) . . . . ?
C29 C28 C27 C26 -0.4(4) . . . . ?
C15 C1 C2 C7 177.06(18) . . . . ?
C15 C1 C2 C3 -5.0(3) . . . . ?
C15 C1 C14 C9 -176.32(18) . . . . ?
C15 C1 C14 C13 4.1(3) . . . . ?
C24 C29 C28 C27 0.1(3) . . . . ?
C24 C25 C26 C27 0.3(4) . . . . ?
C9 C14 C13 C12 0.1(3) . . . . ?
C9 C10 C11 C12 0.3(3) . . . . ?
C7 C2 C3 C4 0.4(3) . . . . ?
C7 C6 C5 C4 -0.8(4) . . . . ?
C22 C17 C18 C19 -0.3(3) . . . . ?
C22 C21 C20 C19 -0.1(4) . . . . ?
C23 C24 C25 C26 178.6(2) . . . . ?
C23 C22 C21 C20 -178.0(2) . . . . ?
C30 C16 C17 C22 -175.89(17) . . . . ?
C30 C16 C17 C18 6.3(3) . . . . ?
C30 C16 C29 C24 174.97(17) . . . . ?
C30 C16 C29 C28 -4.6(3) . . . . ?
C8 C9 C10 C11 -178.2(2) . . . . ?
C8 C7 C6 C5 178.2(2) . . . . ?
C3 C2 C7 C8 -178.03(19) . . . . ?
C3 C2 C7 C6 0.5(3) . . . . ?
C3 C4 C5 C6 1.7(4) . . . . ?
C13 C14 C9 C8 178.08(19) . . . . ?
C13 C14 C9 C10 -0.8(3) . . . . ?
C13 C12 C11 C10 -1.1(4) . . . . ?
C18 C17 C22 C23 178.22(18) . . . . ?
C18 C17 C22 C21 -0.6(3) . . . . ?
C18 C19 C20 C21 -0.8(4) . . . . ?
C28 C29 C24 C23 -178.82(19) . . . . ?
C28 C29 C24 C25 0.3(3) . . . . ?
C28 C27 C26 C25 0.1(4) . . . . ?
C10 C9 C8 C7 178.3(2) . . . . ?
C25 C24 C23 C22 -178.32(19) . . . . ?
C21 C22 C23 C24 177.00(19) . . . . ?
C6 C7 C8 C9 -177.2(2) . . . . ?

_olex2_exptl_crystal_mounting_method 
'Crystal was mounted on a 75 um MiTeGen cryoloop.'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.868
_oxdiff_exptl_absorpt_empirical_full_min 0.440
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_AnThio_240K
_database_code_depnum_ccdc_archive 'CCDC 2347864'
loop_
_audit_author_name
_audit_author_address
'Gary George III'
;University of Missouri
United States of America
;
_audit_update_record             
;
2024-04-11 deposited with the CCDC.	2024-05-29 downloaded from the CCDC.
;
_audit_creation_date             2023-12-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H11 N S'
_chemical_formula_sum            'C15 H11 N S'
_chemical_formula_weight         237.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2356(2)
_cell_length_b                   9.9171(2)
_cell_length_c                   13.2232(3)
_cell_angle_alpha                82.118(2)
_cell_angle_beta                 83.407(2)
_cell_angle_gamma                77.9230(10)
_cell_volume                     1168.48(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    21945
_cell_measurement_temperature    239.95(10)
_cell_measurement_theta_max      75.1550
_cell_measurement_theta_min      3.3560
_shelx_estimated_absorpt_T_max   0.832
_shelx_estimated_absorpt_T_min   0.536
_exptl_absorpt_coefficient_mu    2.225
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.347
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             496
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -6 -3 0.1005
0 -6 -3 0.0960
3 -4 -2 0.0860
0 6 3 0.0892
5 5 2 0.1255
0 -2 8 0.0264
1 -1 8 0.0357
-1 1 -8 0.0698
0 2 -8 0.0603
-4 3 2 0.1315
-1 6 3 0.0931
-1 -3 7 0.0494
2 -3 6 0.0469
0 -4 5 0.0469
1 5 -4 0.0815
-5 -5 -1 0.1272
3 -3 -6 0.0828
-4 2 6 0.1000
2 6 5 0.0913
6 -1 2 0.1320
0 6 -1 0.0888
-1 0 -8 0.0562
1 0 8 0.0360
0 -1 8 0.0244
-2 -3 -8 0.0863
1 -1 -8 0.0617
-2 0 8 0.0513
0 2 8 0.0357
1 3 8 0.0473
-2 -1 7 0.0479
1 1 9 0.0363
0 0 8 0.0280

_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.185
_exptl_crystal_size_min          0.086
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0763 -6.3180 -2.7427 0.1697 0.7116 0.6818
-0.0026 -6.1437 -2.8173 0.1958 0.8198 0.5382
3.1278 -4.4165 -2.4758 0.2330 0.9724 0.0128
-0.0022 6.1425 2.8174 -0.1959 -0.8202 -0.5375
4.7737 4.8784 1.5502 -0.0148 -0.0669 -0.9977
0.0761 -1.8524 7.8034 -0.9614 0.2305 0.1500
1.3126 -0.7301 8.2013 -0.9680 0.2319 -0.0960
-1.4562 0.5919 -8.2158 0.9648 -0.2311 0.1253
-0.1650 1.7755 -7.8478 0.9638 -0.2311 -0.1327
-4.3303 3.0888 2.0361 -0.2256 -0.9423 0.2471
-0.9866 5.8028 2.8095 -0.2148 -0.8954 -0.3901
-1.2813 -2.9459 6.8303 -0.8878 0.2123 0.4082
1.7036 -3.1640 6.2902 -0.7917 0.6068 0.0706
-0.0558 -4.4113 5.3543 -0.7309 0.5598 0.3903
0.6229 5.1166 -4.2232 0.6202 -0.5872 -0.5201
-4.9861 -4.6150 -1.3346 -0.0074 0.0055 1.0000
2.8535 -2.6925 -6.0027 0.6843 0.7218 -0.1038
-3.7001 1.7155 5.5081 -0.6582 -0.6945 0.2906
2.1519 5.5408 5.1745 -0.4606 -0.4851 -0.7433
5.5538 -0.7206 2.3785 -0.2275 0.7654 -0.6019
-0.1657 6.0991 -0.9334 0.2439 -0.8231 -0.5128
-0.7863 0.4478 -8.3841 0.9898 -0.1298 0.0578
1.2295 -0.0299 8.4321 -0.9807 0.1285 -0.1474
0.0690 -1.1041 8.1677 -0.9879 0.1297 0.0854
-1.6957 -3.2657 -7.8694 0.8351 0.2483 0.4909
0.9156 -1.1200 -8.2356 0.9587 0.2844 -0.0087
-1.8097 0.2630 7.8312 -0.9412 -0.2790 0.1906
-0.3877 1.5958 8.3436 -0.9542 -0.2832 -0.0960
0.7107 2.5183 8.2760 -0.9120 -0.2709 -0.3080
-1.8947 -1.3563 7.4781 -0.9366 -0.0744 0.3424
0.8901 1.2085 8.5695 -0.9736 -0.0769 -0.2150
-0.1450 0.2701 8.4802 -0.9968 -0.0789 -0.0092

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0705
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            49177
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.862
_diffrn_reflns_theta_min         3.388
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      239.95(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -120.00 -66.00   0.50    0.11    --  -47.76-137.00 -29.00  108
  2  ω    -91.00 -17.00   0.50    0.11    --  -47.76 132.00-143.00  148
  3  ω   -120.00 -69.00   0.50    0.11    --  -47.76-132.00 147.00  102
  4  ω    -95.00 -19.00   0.50    0.11    --  -47.76 137.00  33.00  152
  5  ω     38.00  99.00   0.50    0.11    --   47.76-132.00 147.00  122
  6  ω     41.00 102.00   0.50    0.11    --   47.76-137.00 -29.00  122
  7  ω    -95.00 -19.00   0.50    0.45    --  -91.75 137.00  33.00  152
  8  ω   -158.00 -66.00   0.50    0.45    --  -91.75-137.00 -29.00  184
  9  ω   -162.00 -69.00   0.50    0.45    --  -91.75-132.00 147.00  186
 10  ω     41.00 121.00   0.50    0.45    --  107.31-137.00 -29.00  160
 11  ω     87.00 178.00   0.50    0.45    --  107.31 137.00  33.00  182
 12  ω     38.00 117.00   0.50    0.45    --  107.31-132.00 147.00  158
 13  ω     91.00 178.00   0.50    0.45    --  107.31 132.00-143.00  174
 14  ω    -58.00 -32.00   0.50    0.11    --   14.00 163.00 166.38   52
 15  ω    -21.00  14.00   0.50    0.11    --   14.00 102.00  92.17   70
 16  ω     -8.00  22.00   0.50    0.11    --   26.00 100.00 -96.70   60
 17  ω     -3.00  27.00   0.50    0.11    --   30.00  98.00 121.87   60
 18  ω      9.00  43.00   0.50    0.11    --   38.00  90.00 -58.73   68
 19  ω   -123.00 -35.00   0.50    0.11    --  -47.76 -19.00   0.00  176
 20  ω   -120.00 -25.00   0.50    0.11    --  -47.76 -77.00-120.00  190
 21  ω     35.00 123.00   0.50    0.11    --   47.76  19.00 150.00  176
 22  ω     36.00 121.00   0.50    0.11    --   47.76  38.00-180.00  170
 23  ω     28.00 122.00   0.50    0.11    --   50.00  75.00  11.80  188
 24  ω     28.00 122.00   0.50    0.11    --   50.00  76.00  86.79  188
 25  ω     27.00 122.00   0.50    0.11    --   50.00  77.00 143.55  190
 26  ω     32.00 126.00   0.50    0.11    --   54.00  76.00 -44.37  188
 27  ω     31.00 126.00   0.50    0.11    --   54.00  77.00-162.22  190
 28  ω   -131.00 -35.00   0.50    0.11    --  -58.00 -76.00  63.92  192
 29  ω     36.00 131.00   0.50    0.11    --   58.00  75.00   3.15  190
 30  ω     36.00 131.00   0.50    0.11    --   58.00  75.00-119.35  190
 31  ω     36.00 131.00   0.50    0.11    --   58.00  75.00  45.37  190
 32  ω   -135.00 -41.00   0.50    0.11    --  -62.00 -73.00 -90.91  188
 33  ω   -135.00 -40.00   0.50    0.11    --  -62.00 -74.00-135.32  190
 34  ω     40.00 135.00   0.50    0.11    --   62.00  75.00 103.30  190
 35  ω     41.00 135.00   0.50    0.11    --   62.00  74.00 -85.44  188
 36  ω     40.00 135.00   0.50    0.11    --   62.00  75.00-176.58  190
 37  ω     41.00 135.00   0.50    0.11    --   62.00  73.00 157.52  188
 38  ω   -143.00 -49.00   0.50    0.45    --  -70.00 -73.00 -60.65  188
 39  ω     48.00 143.00   0.50    0.11    --   70.00  76.00  40.70  190
 40  ω   -143.00 -53.00   0.50    0.45    --  -70.00 -61.00  29.48  180
 41  ω   -142.00 -54.00   0.50    0.45    --  -70.00 -60.00  92.77  176
 42  ω   -146.00 -52.00   0.50    0.45    --  -74.00 -74.00-101.34  188
 43  ω   -151.00 -61.00   0.50    0.45    --  -78.00 -61.00 155.50  180
 44  ω    -81.00 -56.00   0.50    0.45    --  -78.00 -75.00 -13.27   50
 45  ω    -87.00 -57.00   0.50    0.45    --  -78.00 -73.00-110.74   60
 46  ω    -82.00 -57.00   0.50    0.45    --  -78.00 -73.00   7.90   50
 47  ω    -94.00 -60.00   0.50    0.45    --  -78.00 -64.00 175.33   68
 48  ω    -89.00 -56.00   0.50    0.45    --  -78.00 -74.00 -78.34   66
 49  ω    -86.00 -57.00   0.50    0.45    --  -78.00 -73.00-132.85   58
 50  ω    -88.00 -62.00   0.50    0.45    --  -82.00 -71.00  26.96   52
 51  ω    -89.00 -63.00   0.50    0.45    --  -82.00 -73.00-132.56   52
 52  ω    -91.00 -65.00   0.50    0.45    --  -82.00 -65.00-165.29   52
 53  ω   -101.00 -72.00   0.50    0.45    --  -91.75 -74.00-160.03   58
 54  ω   -163.00-106.00   0.50    0.45    --  -91.75 -74.00-160.03  114
 55  ω   -124.00 -72.00   0.50    0.45    --  -91.75 -77.00  30.00  104
 56  ω    -96.00 -69.00   0.50    0.45    --  -91.75 -76.00  93.13   54
 57  ω   -141.00-115.00   0.50    0.45    --  -91.75 -76.00  93.13   52
 58  ω    -97.00 -70.00   0.50    0.45    --  -91.75 -75.00 173.74   54
 59  ω    -64.00 -19.00   0.50    0.45    --  -91.75  57.00  30.00   90
 60  ω   -138.00 -71.00   0.50    0.45    --  -91.75 -74.00 163.80  134
 61  ω   -109.00 -83.00   0.50    0.45    --  -91.75 -56.00 -34.51   52
 62  ω   -143.00-116.00   0.50    0.45    --  -91.75 -56.00 -34.51   54
 63  ω   -159.00 -92.00   0.50    0.45    --  -91.75 -60.00-119.80  134
 64  ω   -162.00 -83.00   0.50    0.45    --  -91.75 -64.00 -86.63  158
 65  ω    -96.00 -70.00   0.50    0.45    --  -91.75 -76.00 109.41   52
 66  ω   -163.00 -72.00   0.50    0.45    --  -91.75 -77.00   0.00  182
 67  ω    -95.00 -69.00   0.50    0.45    --  -91.75 -77.00  78.74   52
 68  ω   -162.00 -70.00   0.50    0.45    --  -91.75 -77.00 120.00  184
 69  ω    -96.00 -70.00   0.50    0.45    --  -91.75 -74.00-130.73   52
 70  ω   -140.00 -75.00   0.50    0.45    --  -91.75 -72.00-173.96  130
 71  ω   -157.00-131.00   0.50    0.45    --  -91.75 -72.00  59.65   52
 72  ω   -155.00 -74.00   0.50    0.45    --  -91.75 -66.00 146.33  162
 73  ω   -141.00 -70.00   0.50    0.45    --  -91.75 -77.00 -90.00  142
 74  ω   -157.00 -71.00   0.50    0.45    --  -91.75 -71.00 132.96  172
 75  ω   -150.00-109.00   0.50    0.45    --  -91.75 -77.00  78.74   82
 76  ω   -162.00-120.00   0.50    0.45    --  -91.75 -67.00-159.91   84
 77  ω    -95.00 -69.00   0.50    0.45    --  -91.75 -76.00 101.10   52
 78  ω   -163.00 -73.00   0.50    0.45    --  -91.75 -67.00 -37.84  180
 79  ω   -163.00-101.00   0.50    0.45    --  -91.75 -76.00 101.10  124
 80  ω   -102.00 -70.00   0.50    0.45    --  -91.75 -77.00 -43.24   64
 81  ω   -106.00 -73.00   0.50    0.45    --  -91.75 -67.00-159.91   66
 82  ω   -147.00 -70.00   0.50    0.45    --  -91.75 -75.00  14.03  154
 83  ω   -152.00 -74.00   0.50    0.45    --  -91.75 -66.00  29.98  156
 84  ω    -79.00 -54.00   0.50    0.45    --  -91.75 132.00-143.00   50
 85  ω   -100.00 -72.00   0.50    0.45    --  -91.75 -72.00  59.65   56
 86  ω     36.00  66.00   0.50    0.45    --  107.31 -57.00  90.00   60
 87  ω     81.00 106.00   0.50    0.45    --  107.31 -99.00 120.00   50
 88  ω     47.00 102.00   0.50    0.45    --  107.31 -99.00 -60.00  110
 89  ω     36.00  68.00   0.50    0.45    --  107.31 -57.00   0.00   64
 90  ω     36.00  67.00   0.50    0.45    --  107.31 -57.00  30.00   62
 91  ω     62.00 110.00   0.50    0.45    --  107.31-125.00 -90.00   96
 92  ω     50.00  97.00   0.50    0.45    --  107.31 -99.00-180.00   94
 93  ω     36.00  68.00   0.50    0.45    --  107.31 -57.00-180.00   64
 94  ω     35.00  67.00   0.50    0.45    --  107.31 -57.00 -30.00   64
 95  ω     56.00 106.00   0.50    0.45    --  107.31 -99.00-150.00  100
 96  ω     65.00 109.00   0.50    0.45    --  107.31-125.00  90.00   88
 97  ω     35.00 106.00   0.50    0.45    --  107.31 -99.00 -30.00  142
 98  ω     35.00  68.00   0.50    0.45    --  107.31 -57.00 120.00   66
 99  ω     36.00  67.00   0.50    0.45    --  107.31 -57.00 150.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0124793000
_diffrn_orient_matrix_UB_12      0.0222587000
_diffrn_orient_matrix_UB_13      -0.1180448000
_diffrn_orient_matrix_UB_21      0.1219711000
_diffrn_orient_matrix_UB_22      -0.1321049000
_diffrn_orient_matrix_UB_23      -0.0030093000
_diffrn_orient_matrix_UB_31      -0.1195714000
_diffrn_orient_matrix_UB_32      -0.0873871000
_diffrn_orient_matrix_UB_33      -0.0003510000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4083
_reflns_number_total             4654
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.715
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4654
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0501
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0648P)²+0.6306P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1360
_refine_ls_wR_factor_ref         0.1404
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C23(H23), C8(H8), C3(H3), C13(H13), C18(H18), C28(H28), C10(H10), C25(H25),
 C21(H21), C6(H6), C4(H4), C12(H12), C27(H27), C26(H26), C11(H11), C19(H19),
 C20(H20), C5(H5)
2.b X=CH2 refined with riding coordinates:
 N1(H1A,H1B), N2(H2A,H2B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.66178(7) 0.83995(6) 0.42409(5) 0.05341(19) Uani 1 1 d . . . . .
S2 S 0.14789(6) 0.82011(6) 1.07258(4) 0.05142(18) Uani 1 1 d . . . . .
N1 N 0.6101(2) 0.8788(2) 0.61984(16) 0.0577(5) Uani 1 1 d . . . . .
H1A H 0.629904 0.858542 0.682746 0.069 Uiso 1 1 calc R U . . .
H1B H 0.538870 0.946548 0.603215 0.069 Uiso 1 1 calc R U . . .
C1 C 0.8102(2) 0.6905(2) 0.58591(16) 0.0419(5) Uani 1 1 d . . . . .
C16 C 0.3292(2) 0.7158(2) 0.91069(16) 0.0407(5) Uani 1 1 d . . . . .
C17 C 0.3101(2) 0.5815(2) 0.89884(15) 0.0410(5) Uani 1 1 d . . . . .
N2 N 0.1300(2) 0.9086(2) 0.87634(16) 0.0618(6) Uani 1 1 d . . . . .
H2A H 0.161457 0.904614 0.812822 0.074 Uiso 1 1 calc R U . . .
H2B H 0.054206 0.970525 0.893304 0.074 Uiso 1 1 calc R U . . .
C2 C 0.7851(2) 0.5532(2) 0.60008(16) 0.0430(5) Uani 1 1 d . . . . .
C14 C 0.9465(2) 0.7202(2) 0.60364(16) 0.0442(5) Uani 1 1 d . . . . .
C29 C 0.4689(2) 0.7528(2) 0.89155(16) 0.0414(5) Uani 1 1 d . . . . .
C15 C 0.6880(2) 0.8069(2) 0.54962(18) 0.0442(5) Uani 1 1 d . . . . .
C24 C 0.5965(2) 0.6489(2) 0.86382(16) 0.0427(5) Uani 1 1 d . . . . .
C9 C 1.0648(2) 0.6064(3) 0.63310(16) 0.0460(5) Uani 1 1 d . . . . .
C7 C 0.9043(3) 0.4412(2) 0.63072(16) 0.0453(5) Uani 1 1 d . . . . .
C22 C 0.4389(2) 0.4799(2) 0.87010(16) 0.0432(5) Uani 1 1 d . . . . .
C23 C 0.5779(2) 0.5162(2) 0.85455(16) 0.0458(5) Uani 1 1 d . . . . .
H23 H 0.660853 0.449513 0.837429 0.055 Uiso 1 1 calc R U . . .
C30 C 0.1980(2) 0.8200(2) 0.94757(17) 0.0433(5) Uani 1 1 d . . . . .
C8 C 1.0406(3) 0.4725(3) 0.64499(18) 0.0512(6) Uani 1 1 d . . . . .
H8 H 1.118101 0.400014 0.663277 0.061 Uiso 1 1 calc R U . . .
C3 C 0.6454(3) 0.5191(3) 0.58943(17) 0.0478(5) Uani 1 1 d . . . . .
H3 H 0.566947 0.589484 0.569355 0.057 Uiso 1 1 calc R U . . .
C13 C 0.9738(3) 0.8566(3) 0.59519(18) 0.0505(5) Uani 1 1 d . . . . .
H13 H 0.899176 0.931520 0.576248 0.061 Uiso 1 1 calc R U . . .
C18 C 0.1689(3) 0.5419(3) 0.91101(17) 0.0485(5) Uani 1 1 d . . . . .
H18 H 0.084482 0.605827 0.930129 0.058 Uiso 1 1 calc R U . . .
C28 C 0.4920(3) 0.8886(3) 0.89826(18) 0.0498(5) Uani 1 1 d . . . . .
H28 H 0.411223 0.957274 0.915842 0.060 Uiso 1 1 calc R U . . .
C10 C 1.2034(2) 0.6359(3) 0.65089(18) 0.0547(6) Uani 1 1 d . . . . .
H10 H 1.280809 0.563211 0.669090 0.066 Uiso 1 1 calc R U . . .
C25 C 0.7387(2) 0.6874(3) 0.84553(17) 0.0510(6) Uani 1 1 d . . . . .
H25 H 0.822060 0.621309 0.828202 0.061 Uiso 1 1 calc R U . . .
C21 C 0.4189(3) 0.3448(2) 0.85591(18) 0.0543(6) Uani 1 1 d . . . . .
H21 H 0.501276 0.277851 0.838196 0.065 Uiso 1 1 calc R U . . .
C6 C 0.8773(3) 0.3030(3) 0.64782(19) 0.0571(6) Uani 1 1 d . . . . .
H6 H 0.953653 0.229857 0.667205 0.068 Uiso 1 1 calc R U . . .
C4 C 0.6247(3) 0.3864(3) 0.60791(19) 0.0569(6) Uani 1 1 d . . . . .
H4 H 0.531919 0.367154 0.601888 0.068 Uiso 1 1 calc R U . . .
C12 C 1.1073(3) 0.8798(3) 0.61428(19) 0.0562(6) Uani 1 1 d . . . . .
H12 H 1.122142 0.970517 0.609266 0.067 Uiso 1 1 calc R U . . .
C27 C 0.6292(3) 0.9200(3) 0.87958(19) 0.0568(6) Uani 1 1 d . . . . .
H27 H 0.641124 1.009633 0.884355 0.068 Uiso 1 1 calc R U . . .
C26 C 0.7543(3) 0.8182(3) 0.8529(2) 0.0589(6) Uani 1 1 d . . . . .
H26 H 0.847826 0.841156 0.840402 0.071 Uiso 1 1 calc R U . . .
C11 C 1.2241(3) 0.7683(3) 0.64167(19) 0.0605(7) Uani 1 1 d . . . . .
H11 H 1.315404 0.785912 0.653391 0.073 Uiso 1 1 calc R U . . .
C19 C 0.1549(3) 0.4135(3) 0.89535(19) 0.0564(6) Uani 1 1 d . . . . .
H19 H 0.061230 0.390745 0.902625 0.068 Uiso 1 1 calc R U . . .
C20 C 0.2828(3) 0.3128(3) 0.8678(2) 0.0606(7) Uani 1 1 d . . . . .
H20 H 0.272193 0.224448 0.857881 0.073 Uiso 1 1 calc R U . . .
C5 C 0.7434(4) 0.2765(3) 0.6364(2) 0.0633(7) Uani 1 1 d . . . . .
H5 H 0.728566 0.185570 0.647275 0.076 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C15 1.683(2) . ?
S2 C30 1.665(2) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
N1 C15 1.305(3) . ?
C1 C2 1.413(3) . ?
C1 C14 1.403(3) . ?
C1 C15 1.505(3) . ?
C16 C17 1.411(3) . ?
C16 C29 1.401(3) . ?
C16 C30 1.501(3) . ?
C17 C22 1.440(3) . ?
C17 C18 1.425(3) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
N2 C30 1.316(3) . ?
C2 C7 1.442(3) . ?
C2 C3 1.426(3) . ?
C14 C9 1.442(3) . ?
C14 C13 1.414(3) . ?
C29 C24 1.443(3) . ?
C29 C28 1.423(3) . ?
C24 C23 1.385(3) . ?
C24 C25 1.428(3) . ?
C9 C8 1.378(4) . ?
C9 C10 1.423(3) . ?
C7 C8 1.396(3) . ?
C7 C6 1.427(3) . ?
C22 C23 1.390(3) . ?
C22 C21 1.431(3) . ?
C23 H23 0.9300 . ?
C8 H8 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.354(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.357(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.352(3) . ?
C28 H28 0.9300 . ?
C28 C27 1.355(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.353(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.352(4) . ?
C21 H21 0.9300 . ?
C21 C20 1.346(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.345(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.419(4) . ?
C12 H12 0.9300 . ?
C12 C11 1.414(4) . ?
C27 H27 0.9300 . ?
C27 C26 1.412(4) . ?
C26 H26 0.9300 . ?
C11 H11 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.426(4) . ?
C20 H20 0.9300 . ?
C5 H5 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1A N1 H1B 120.0 . . ?
C15 N1 H1A 120.0 . . ?
C15 N1 H1B 120.0 . . ?
C2 C1 C15 118.86(19) . . ?
C14 C1 C2 121.60(19) . . ?
C14 C1 C15 119.5(2) . . ?
C17 C16 C30 119.39(19) . . ?
C29 C16 C17 121.41(19) . . ?
C29 C16 C30 119.17(19) . . ?
C16 C17 C22 118.6(2) . . ?
C16 C17 C18 123.30(19) . . ?
C18 C17 C22 118.0(2) . . ?
H2A N2 H2B 120.0 . . ?
C30 N2 H2A 120.0 . . ?
C30 N2 H2B 120.0 . . ?
C1 C2 C7 118.8(2) . . ?
C1 C2 C3 123.5(2) . . ?
C3 C2 C7 117.7(2) . . ?
C1 C14 C9 118.6(2) . . ?
C1 C14 C13 123.4(2) . . ?
C13 C14 C9 118.0(2) . . ?
C16 C29 C24 118.8(2) . . ?
C16 C29 C28 123.23(19) . . ?
C28 C29 C24 117.9(2) . . ?
N1 C15 S1 124.00(17) . . ?
N1 C15 C1 116.2(2) . . ?
C1 C15 S1 119.76(17) . . ?
C23 C24 C29 119.6(2) . . ?
C23 C24 C25 122.1(2) . . ?
C25 C24 C29 118.4(2) . . ?
C8 C9 C14 119.5(2) . . ?
C8 C9 C10 121.6(2) . . ?
C10 C9 C14 118.9(2) . . ?
C8 C7 C2 118.7(2) . . ?
C8 C7 C6 122.6(2) . . ?
C6 C7 C2 118.7(2) . . ?
C23 C22 C17 119.6(2) . . ?
C23 C22 C21 121.9(2) . . ?
C21 C22 C17 118.6(2) . . ?
C24 C23 C22 121.91(19) . . ?
C24 C23 H23 119.0 . . ?
C22 C23 H23 119.0 . . ?
C16 C30 S2 119.92(16) . . ?
N2 C30 S2 123.87(17) . . ?
N2 C30 C16 116.2(2) . . ?
C9 C8 C7 122.7(2) . . ?
C9 C8 H8 118.7 . . ?
C7 C8 H8 118.7 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.4(2) . . ?
C4 C3 H3 119.3 . . ?
C14 C13 H13 119.5 . . ?
C12 C13 C14 121.1(2) . . ?
C12 C13 H13 119.5 . . ?
C17 C18 H18 119.3 . . ?
C19 C18 C17 121.4(2) . . ?
C19 C18 H18 119.3 . . ?
C29 C28 H28 119.3 . . ?
C27 C28 C29 121.3(2) . . ?
C27 C28 H28 119.3 . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.9(2) . . ?
C11 C10 H10 119.6 . . ?
C24 C25 H25 119.4 . . ?
C26 C25 C24 121.3(2) . . ?
C26 C25 H25 119.4 . . ?
C22 C21 H21 119.4 . . ?
C20 C21 C22 121.1(2) . . ?
C20 C21 H21 119.4 . . ?
C7 C6 H6 119.4 . . ?
C5 C6 C7 121.2(2) . . ?
C5 C6 H6 119.4 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.5(2) . . ?
C5 C4 H4 119.8 . . ?
C13 C12 H12 119.5 . . ?
C13 C12 C11 121.0(3) . . ?
C11 C12 H12 119.5 . . ?
C28 C27 H27 119.6 . . ?
C28 C27 C26 120.8(2) . . ?
C26 C27 H27 119.6 . . ?
C25 C26 C27 120.3(2) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C10 C11 C12 120.2(2) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.4(2) . . ?
C20 C19 H19 119.8 . . ?
C21 C20 C19 120.4(2) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C6 C5 C4 120.5(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C7 C8 -0.2(3) . . . . ?
C1 C2 C7 C6 178.2(2) . . . . ?
C1 C2 C3 C4 -177.2(2) . . . . ?
C1 C14 C9 C8 -1.2(3) . . . . ?
C1 C14 C9 C10 179.8(2) . . . . ?
C1 C14 C13 C12 179.3(2) . . . . ?
C16 C17 C22 C23 -0.2(3) . . . . ?
C16 C17 C22 C21 -178.64(19) . . . . ?
C16 C17 C18 C19 177.6(2) . . . . ?
C16 C29 C24 C23 1.4(3) . . . . ?
C16 C29 C24 C25 -179.35(19) . . . . ?
C16 C29 C28 C27 179.7(2) . . . . ?
C17 C16 C29 C24 -2.9(3) . . . . ?
C17 C16 C29 C28 177.2(2) . . . . ?
C17 C16 C30 S2 83.6(2) . . . . ?
C17 C16 C30 N2 -97.3(3) . . . . ?
C17 C22 C23 C24 -1.4(3) . . . . ?
C17 C22 C21 C20 0.8(3) . . . . ?
C17 C18 C19 C20 1.1(4) . . . . ?
C2 C1 C14 C9 2.5(3) . . . . ?
C2 C1 C14 C13 -176.8(2) . . . . ?
C2 C1 C15 S1 -81.1(2) . . . . ?
C2 C1 C15 N1 100.4(3) . . . . ?
C2 C7 C8 C9 1.4(3) . . . . ?
C2 C7 C6 C5 -0.4(4) . . . . ?
C2 C3 C4 C5 -1.4(4) . . . . ?
C14 C1 C2 C7 -1.8(3) . . . . ?
C14 C1 C2 C3 175.8(2) . . . . ?
C14 C1 C15 S1 98.1(2) . . . . ?
C14 C1 C15 N1 -80.4(3) . . . . ?
C14 C9 C8 C7 -0.7(3) . . . . ?
C14 C9 C10 C11 0.8(3) . . . . ?
C14 C13 C12 C11 1.0(4) . . . . ?
C29 C16 C17 C22 2.3(3) . . . . ?
C29 C16 C17 C18 -175.8(2) . . . . ?
C29 C16 C30 S2 -94.6(2) . . . . ?
C29 C16 C30 N2 84.5(3) . . . . ?
C29 C24 C23 C22 0.7(3) . . . . ?
C29 C24 C25 C26 -0.6(3) . . . . ?
C29 C28 C27 C26 -0.1(4) . . . . ?
C15 C1 C2 C7 177.44(19) . . . . ?
C15 C1 C2 C3 -5.0(3) . . . . ?
C15 C1 C14 C9 -176.7(2) . . . . ?
C15 C1 C14 C13 4.0(3) . . . . ?
C24 C29 C28 C27 -0.2(3) . . . . ?
C24 C25 C26 C27 0.3(4) . . . . ?
C9 C14 C13 C12 0.0(3) . . . . ?
C9 C10 C11 C12 0.1(4) . . . . ?
C7 C2 C3 C4 0.4(3) . . . . ?
C7 C6 C5 C4 -0.6(4) . . . . ?
C22 C17 C18 C19 -0.6(3) . . . . ?
C22 C21 C20 C19 -0.3(4) . . . . ?
C23 C24 C25 C26 178.7(2) . . . . ?
C23 C22 C21 C20 -177.6(2) . . . . ?
C30 C16 C17 C22 -175.85(19) . . . . ?
C30 C16 C17 C18 6.0(3) . . . . ?
C30 C16 C29 C24 175.24(19) . . . . ?
C30 C16 C29 C28 -4.6(3) . . . . ?
C8 C9 C10 C11 -178.1(2) . . . . ?
C8 C7 C6 C5 178.0(2) . . . . ?
C3 C2 C7 C8 -177.9(2) . . . . ?
C3 C2 C7 C6 0.5(3) . . . . ?
C3 C4 C5 C6 1.6(4) . . . . ?
C13 C14 C9 C8 178.1(2) . . . . ?
C13 C14 C9 C10 -0.8(3) . . . . ?
C13 C12 C11 C10 -1.1(4) . . . . ?
C18 C17 C22 C23 178.1(2) . . . . ?
C18 C17 C22 C21 -0.4(3) . . . . ?
C18 C19 C20 C21 -0.7(4) . . . . ?
C28 C29 C24 C23 -178.7(2) . . . . ?
C28 C29 C24 C25 0.5(3) . . . . ?
C28 C27 C26 C25 0.1(4) . . . . ?
C10 C9 C8 C7 178.2(2) . . . . ?
C25 C24 C23 C22 -178.5(2) . . . . ?
C21 C22 C23 C24 177.1(2) . . . . ?
C6 C7 C8 C9 -176.9(2) . . . . ?

_olex2_exptl_crystal_mounting_method 
'Crystal was mounted on a 75 um MiTeGen cryoloop.'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.714
_oxdiff_exptl_absorpt_empirical_full_min 0.447
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_AnThio_200K
_database_code_depnum_ccdc_archive 'CCDC 2347866'
loop_
_audit_author_name
_audit_author_address
'Gary George III'
;University of Missouri
United States of America
;
_audit_update_record             
;
2024-04-11 deposited with the CCDC.	2024-05-29 downloaded from the CCDC.
;
_audit_creation_date             2023-12-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H11 N S'
_chemical_formula_sum            'C15 H11 N S'
_chemical_formula_weight         237.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.20120(10)
_cell_length_b                   9.9272(2)
_cell_length_c                   13.1869(2)
_cell_angle_alpha                82.0090(10)
_cell_angle_beta                 83.3400(10)
_cell_angle_gamma                77.9210(10)
_cell_volume                     1161.71(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    23617
_cell_measurement_temperature    199.95(10)
_cell_measurement_theta_max      76.0760
_cell_measurement_theta_min      3.3630
_shelx_estimated_absorpt_T_max   0.831
_shelx_estimated_absorpt_T_min   0.535
_exptl_absorpt_coefficient_mu    2.238
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.347
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             496
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -6 -3 0.1005
0 -6 -3 0.0960
3 -4 -2 0.0860
0 6 3 0.0892
5 5 2 0.1255
0 -2 8 0.0264
1 -1 8 0.0357
-1 1 -8 0.0698
0 2 -8 0.0603
-4 3 2 0.1315
-1 6 3 0.0931
-1 -3 7 0.0494
2 -3 6 0.0469
0 -4 5 0.0469
1 5 -4 0.0815
-5 -5 -1 0.1272
3 -3 -6 0.0828
-4 2 5 0.1000
2 6 5 0.0913
6 -1 2 0.1320
0 6 -1 0.0888
-1 0 -8 0.0562
1 0 8 0.0360
0 -1 8 0.0244
-2 -3 -8 0.0863
1 -1 -8 0.0617
-2 0 8 0.0513
0 2 8 0.0357
1 3 8 0.0473
-2 -1 7 0.0479
1 1 9 0.0363
0 0 8 0.0280

_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.185
_exptl_crystal_size_min          0.086
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0668 -6.3205 -2.7745 0.1697 0.7116 0.6818
0.0038 -6.1455 -2.8395 0.1958 0.8198 0.5382
3.1237 -4.4158 -2.4653 0.2330 0.9724 0.0128
-0.0086 6.1442 2.8396 -0.1959 -0.8202 -0.5375
4.7554 4.8828 1.6081 -0.0148 -0.0669 -0.9977
0.0462 -1.8742 7.7630 -0.9614 0.2305 0.1500
1.2779 -0.7510 8.1752 -0.9680 0.2319 -0.0960
-1.4211 0.6125 -8.1915 0.9648 -0.2311 0.1253
-0.1348 1.7973 -7.8083 0.9638 -0.2311 -0.1327
-4.3215 3.0869 2.0106 -0.2256 -0.9423 0.2471
-0.9900 5.8038 2.8221 -0.2148 -0.8954 -0.3901
-1.3038 -2.9672 6.7771 -0.8878 0.2123 0.4082
1.6731 -3.1834 6.2615 -0.7917 0.6068 0.0706
-0.0779 -4.4307 5.3087 -0.7309 0.5598 0.3903
0.6395 5.1343 -4.1738 0.6202 -0.5872 -0.5201
-4.9678 -4.6196 -1.3936 -0.0074 0.0055 1.0000
2.8643 -2.6808 -5.9710 0.6843 0.7218 -0.1038
-3.7069 1.7033 5.4664 -0.6582 -0.6945 0.2906
2.1295 5.5365 5.2010 -0.4606 -0.4851 -0.7433
5.5265 -0.7259 2.4090 -0.2275 0.7654 -0.6019
-0.1579 6.1099 -0.8979 0.2439 -0.8231 -0.5128
-0.7529 0.4688 -8.3546 0.9898 -0.1298 0.0578
1.1948 -0.0504 8.4083 -0.9807 0.1285 -0.1474
0.0383 -1.1257 8.1299 -0.9879 0.1297 0.0854
-1.6636 -3.2514 -7.8693 0.8351 0.2483 0.4909
0.9418 -1.1011 -8.2018 0.9587 0.2844 -0.0087
-1.8321 0.2436 7.7873 -0.9412 -0.2790 0.1906
-0.4158 1.5774 8.3161 -0.9542 -0.2832 -0.0960
0.6798 2.5017 8.2625 -0.9120 -0.2709 -0.3080
-1.9165 -1.3772 7.4262 -0.9366 -0.0744 0.3424
0.8568 1.1894 8.5491 -0.9736 -0.0769 -0.2150
-0.1752 0.2496 8.4469 -0.9968 -0.0789 -0.0092

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0714
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.938
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            48436
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.938
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.076
_diffrn_reflns_theta_min         3.398
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      199.95(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -120.00 -66.00   0.50    0.11    --  -47.76-137.00 -29.00  108
  2  ω    -91.00 -17.00   0.50    0.11    --  -47.76 132.00-143.00  148
  3  ω   -120.00 -69.00   0.50    0.11    --  -47.76-132.00 147.00  102
  4  ω    -95.00 -19.00   0.50    0.11    --  -47.76 137.00  33.00  152
  5  ω     38.00  99.00   0.50    0.11    --   47.76-132.00 147.00  122
  6  ω     41.00 102.00   0.50    0.11    --   47.76-137.00 -29.00  122
  7  ω    -95.00 -19.00   0.50    0.45    --  -91.75 137.00  33.00  152
  8  ω   -158.00 -66.00   0.50    0.45    --  -91.75-137.00 -29.00  184
  9  ω   -162.00 -69.00   0.50    0.45    --  -91.75-132.00 147.00  186
 10  ω     41.00 121.00   0.50    0.45    --  107.31-137.00 -29.00  160
 11  ω     87.00 178.00   0.50    0.45    --  107.31 137.00  33.00  182
 12  ω     38.00 117.00   0.50    0.45    --  107.31-132.00 147.00  158
 13  ω     91.00 178.00   0.50    0.45    --  107.31 132.00-143.00  174
 14  ω    -58.00 -32.00   0.50    0.11    --   14.00 163.00 166.38   52
 15  ω    -21.00  14.00   0.50    0.11    --   14.00 102.00  92.17   70
 16  ω     -8.00  22.00   0.50    0.11    --   26.00 100.00 -96.70   60
 17  ω     -3.00  27.00   0.50    0.11    --   30.00  98.00 121.87   60
 18  ω      9.00  43.00   0.50    0.11    --   38.00  90.00 -58.73   68
 19  ω   -123.00 -35.00   0.50    0.11    --  -47.76 -19.00   0.00  176
 20  ω   -120.00 -25.00   0.50    0.11    --  -47.76 -77.00-120.00  190
 21  ω     35.00 123.00   0.50    0.11    --   47.76  19.00 150.00  176
 22  ω     36.00 121.00   0.50    0.11    --   47.76  38.00-180.00  170
 23  ω     28.00 122.00   0.50    0.11    --   50.00  75.00  11.80  188
 24  ω     28.00 122.00   0.50    0.11    --   50.00  76.00  86.79  188
 25  ω     27.00 122.00   0.50    0.11    --   50.00  77.00 143.55  190
 26  ω     32.00 126.00   0.50    0.11    --   54.00  76.00 -44.37  188
 27  ω     31.00 126.00   0.50    0.11    --   54.00  77.00-162.22  190
 28  ω   -131.00 -35.00   0.50    0.11    --  -58.00 -76.00  63.92  192
 29  ω     36.00 131.00   0.50    0.11    --   58.00  75.00   3.15  190
 30  ω     36.00 131.00   0.50    0.11    --   58.00  75.00-119.35  190
 31  ω     36.00 131.00   0.50    0.11    --   58.00  75.00  45.37  190
 32  ω   -135.00 -41.00   0.50    0.11    --  -62.00 -73.00 -90.91  188
 33  ω   -135.00 -40.00   0.50    0.11    --  -62.00 -74.00-135.32  190
 34  ω     40.00 135.00   0.50    0.11    --   62.00  75.00 103.30  190
 35  ω     41.00 135.00   0.50    0.11    --   62.00  74.00 -85.44  188
 36  ω     40.00 135.00   0.50    0.11    --   62.00  75.00-176.58  190
 37  ω     41.00 135.00   0.50    0.11    --   62.00  73.00 157.52  188
 38  ω   -143.00 -49.00   0.50    0.45    --  -70.00 -73.00 -60.65  188
 39  ω     48.00 143.00   0.50    0.11    --   70.00  76.00  40.70  190
 40  ω   -143.00 -53.00   0.50    0.45    --  -70.00 -61.00  29.48  180
 41  ω   -142.00 -54.00   0.50    0.45    --  -70.00 -60.00  92.77  176
 42  ω   -146.00 -52.00   0.50    0.45    --  -74.00 -74.00-101.34  188
 43  ω   -151.00 -61.00   0.50    0.45    --  -78.00 -61.00 155.50  180
 44  ω    -81.00 -56.00   0.50    0.45    --  -78.00 -75.00 -13.27   50
 45  ω    -87.00 -57.00   0.50    0.45    --  -78.00 -73.00-110.74   60
 46  ω    -82.00 -57.00   0.50    0.45    --  -78.00 -73.00   7.90   50
 47  ω    -94.00 -60.00   0.50    0.45    --  -78.00 -64.00 175.33   68
 48  ω    -89.00 -56.00   0.50    0.45    --  -78.00 -74.00 -78.34   66
 49  ω    -86.00 -57.00   0.50    0.45    --  -78.00 -73.00-132.85   58
 50  ω    -88.00 -62.00   0.50    0.45    --  -82.00 -71.00  26.96   52
 51  ω    -89.00 -63.00   0.50    0.45    --  -82.00 -73.00-132.56   52
 52  ω    -91.00 -65.00   0.50    0.45    --  -82.00 -65.00-165.29   52
 53  ω   -101.00 -72.00   0.50    0.45    --  -91.75 -74.00-160.03   58
 54  ω   -163.00-106.00   0.50    0.45    --  -91.75 -74.00-160.03  114
 55  ω   -124.00 -72.00   0.50    0.45    --  -91.75 -77.00  30.00  104
 56  ω    -96.00 -69.00   0.50    0.45    --  -91.75 -76.00  93.13   54
 57  ω   -141.00-115.00   0.50    0.45    --  -91.75 -76.00  93.13   52
 58  ω    -97.00 -70.00   0.50    0.45    --  -91.75 -75.00 173.74   54
 59  ω    -64.00 -19.00   0.50    0.45    --  -91.75  57.00  30.00   90
 60  ω   -138.00 -71.00   0.50    0.45    --  -91.75 -74.00 163.80  134
 61  ω   -109.00 -83.00   0.50    0.45    --  -91.75 -56.00 -34.51   52
 62  ω   -143.00-116.00   0.50    0.45    --  -91.75 -56.00 -34.51   54
 63  ω   -159.00 -92.00   0.50    0.45    --  -91.75 -60.00-119.80  134
 64  ω   -162.00 -83.00   0.50    0.45    --  -91.75 -64.00 -86.63  158
 65  ω    -96.00 -70.00   0.50    0.45    --  -91.75 -76.00 109.41   52
 66  ω   -163.00 -72.00   0.50    0.45    --  -91.75 -77.00   0.00  182
 67  ω    -95.00 -69.00   0.50    0.45    --  -91.75 -77.00  78.74   52
 68  ω   -162.00 -70.00   0.50    0.45    --  -91.75 -77.00 120.00  184
 69  ω    -96.00 -70.00   0.50    0.45    --  -91.75 -74.00-130.73   52
 70  ω   -140.00 -75.00   0.50    0.45    --  -91.75 -72.00-173.96  130
 71  ω   -157.00-131.00   0.50    0.45    --  -91.75 -72.00  59.65   52
 72  ω   -155.00 -74.00   0.50    0.45    --  -91.75 -66.00 146.33  162
 73  ω   -141.00 -70.00   0.50    0.45    --  -91.75 -77.00 -90.00  142
 74  ω   -157.00 -71.00   0.50    0.45    --  -91.75 -71.00 132.96  172
 75  ω   -150.00-109.00   0.50    0.45    --  -91.75 -77.00  78.74   82
 76  ω   -162.00-120.00   0.50    0.45    --  -91.75 -67.00-159.91   84
 77  ω    -95.00 -69.00   0.50    0.45    --  -91.75 -76.00 101.10   52
 78  ω   -163.00 -73.00   0.50    0.45    --  -91.75 -67.00 -37.84  180
 79  ω   -163.00-101.00   0.50    0.45    --  -91.75 -76.00 101.10  124
 80  ω   -102.00 -70.00   0.50    0.45    --  -91.75 -77.00 -43.24   64
 81  ω   -106.00 -73.00   0.50    0.45    --  -91.75 -67.00-159.91   66
 82  ω   -147.00 -70.00   0.50    0.45    --  -91.75 -75.00  14.03  154
 83  ω   -152.00 -74.00   0.50    0.45    --  -91.75 -66.00  29.98  156
 84  ω    -79.00 -54.00   0.50    0.45    --  -91.75 132.00-143.00   50
 85  ω   -100.00 -72.00   0.50    0.45    --  -91.75 -72.00  59.65   56
 86  ω     36.00  66.00   0.50    0.45    --  107.31 -57.00  90.00   60
 87  ω     81.00 106.00   0.50    0.45    --  107.31 -99.00 120.00   50
 88  ω     47.00 102.00   0.50    0.45    --  107.31 -99.00 -60.00  110
 89  ω     36.00  68.00   0.50    0.45    --  107.31 -57.00   0.00   64
 90  ω     36.00  67.00   0.50    0.45    --  107.31 -57.00  30.00   62
 91  ω     62.00 110.00   0.50    0.45    --  107.31-125.00 -90.00   96
 92  ω     50.00  97.00   0.50    0.45    --  107.31 -99.00-180.00   94
 93  ω     36.00  68.00   0.50    0.45    --  107.31 -57.00-180.00   64
 94  ω     35.00  67.00   0.50    0.45    --  107.31 -57.00 -30.00   64
 95  ω     56.00 106.00   0.50    0.45    --  107.31 -99.00-150.00  100
 96  ω     65.00 109.00   0.50    0.45    --  107.31-125.00  90.00   88
 97  ω     35.00 106.00   0.50    0.45    --  107.31 -99.00 -30.00  142
 98  ω     35.00  68.00   0.50    0.45    --  107.31 -57.00 120.00   66
 99  ω     36.00  67.00   0.50    0.45    --  107.31 -57.00 150.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0134507000
_diffrn_orient_matrix_UB_12      0.0228600000
_diffrn_orient_matrix_UB_13      -0.1184089000
_diffrn_orient_matrix_UB_21      0.1224331000
_diffrn_orient_matrix_UB_22      -0.1319801000
_diffrn_orient_matrix_UB_23      -0.0028997000
_diffrn_orient_matrix_UB_31      -0.1199334000
_diffrn_orient_matrix_UB_32      -0.0871825000
_diffrn_orient_matrix_UB_33      -0.0010061000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4181
_reflns_number_total             4616
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.887
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4616
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0519
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0648P)²+0.8592P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1382
_refine_ls_wR_factor_ref         0.1413
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C23(H23), C8(H8), C3(H3), C13(H13), C18(H18), C28(H28), C10(H10), C25(H25),
 C21(H21), C6(H6), C4(H4), C12(H12), C27(H27), C26(H26), C11(H11), C19(H19),
 C20(H20), C5(H5)
2.b X=CH2 refined with riding coordinates:
 N1(H1A,H1B), N2(H2A,H2B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.66078(7) 0.83955(6) 0.42377(5) 0.04634(18) Uani 1 1 d . . . . .
S2 S 0.14658(6) 0.81904(6) 1.07296(5) 0.04386(18) Uani 1 1 d . . . . .
N1 N 0.6117(2) 0.8801(2) 0.61992(17) 0.0498(5) Uani 1 1 d . . . . .
H1A H 0.632488 0.860308 0.682857 0.060 Uiso 1 1 calc R U . . .
H1B H 0.540298 0.947824 0.603328 0.060 Uiso 1 1 calc R U . . .
C1 C 0.8115(2) 0.6909(2) 0.58577(17) 0.0368(5) Uani 1 1 d . . . . .
C16 C 0.3305(2) 0.7163(2) 0.91064(16) 0.0352(5) Uani 1 1 d . . . . .
C17 C 0.3114(2) 0.5821(2) 0.89888(16) 0.0354(5) Uani 1 1 d . . . . .
N2 N 0.1319(2) 0.9108(2) 0.87610(16) 0.0524(6) Uani 1 1 d . . . . .
H2A H 0.164227 0.907842 0.812434 0.063 Uiso 1 1 calc R U . . .
H2B H 0.055810 0.972617 0.893212 0.063 Uiso 1 1 calc R U . . .
C2 C 0.7862(2) 0.5534(2) 0.59993(17) 0.0374(5) Uani 1 1 d . . . . .
C14 C 0.9482(2) 0.7205(2) 0.60363(17) 0.0383(5) Uani 1 1 d . . . . .
C29 C 0.4709(2) 0.7535(2) 0.89126(16) 0.0358(5) Uani 1 1 d . . . . .
C15 C 0.6886(2) 0.8074(2) 0.54969(19) 0.0385(5) Uani 1 1 d . . . . .
C24 C 0.5989(2) 0.6498(2) 0.86374(16) 0.0362(5) Uani 1 1 d . . . . .
C9 C 1.0669(2) 0.6066(3) 0.63315(17) 0.0397(5) Uani 1 1 d . . . . .
C7 C 0.9059(3) 0.4415(2) 0.63057(17) 0.0391(5) Uani 1 1 d . . . . .
C22 C 0.4407(2) 0.4806(2) 0.87025(16) 0.0367(5) Uani 1 1 d . . . . .
C23 C 0.5805(2) 0.5170(2) 0.85446(17) 0.0390(5) Uani 1 1 d . . . . .
H23 H 0.663741 0.450484 0.837205 0.047 Uiso 1 1 calc R U . . .
C30 C 0.1988(2) 0.8205(2) 0.94746(18) 0.0377(5) Uani 1 1 d . . . . .
C8 C 1.0426(3) 0.4728(3) 0.64506(18) 0.0439(5) Uani 1 1 d . . . . .
H8 H 1.120415 0.400356 0.663493 0.053 Uiso 1 1 calc R U . . .
C3 C 0.6460(3) 0.5195(3) 0.58937(17) 0.0404(5) Uani 1 1 d . . . . .
H3 H 0.567202 0.589853 0.569320 0.048 Uiso 1 1 calc R U . . .
C13 C 0.9759(3) 0.8569(3) 0.59506(18) 0.0433(5) Uani 1 1 d . . . . .
H13 H 0.901009 0.931947 0.576092 0.052 Uiso 1 1 calc R U . . .
C18 C 0.1696(3) 0.5429(3) 0.91111(17) 0.0411(5) Uani 1 1 d . . . . .
H18 H 0.084886 0.606863 0.930138 0.049 Uiso 1 1 calc R U . . .
C28 C 0.4937(3) 0.8897(3) 0.89804(18) 0.0425(5) Uani 1 1 d . . . . .
H28 H 0.412528 0.958246 0.915587 0.051 Uiso 1 1 calc R U . . .
C10 C 1.2060(3) 0.6362(3) 0.65101(18) 0.0472(6) Uani 1 1 d . . . . .
H10 H 1.283721 0.563587 0.669317 0.057 Uiso 1 1 calc R U . . .
C25 C 0.7419(2) 0.6878(3) 0.84543(18) 0.0437(5) Uani 1 1 d . . . . .
H25 H 0.825570 0.621655 0.828136 0.052 Uiso 1 1 calc R U . . .
C21 C 0.4208(3) 0.3455(2) 0.85625(18) 0.0451(6) Uani 1 1 d . . . . .
H21 H 0.503547 0.278499 0.838757 0.054 Uiso 1 1 calc R U . . .
C6 C 0.8791(3) 0.3031(3) 0.64767(19) 0.0479(6) Uani 1 1 d . . . . .
H6 H 0.955764 0.230082 0.666959 0.057 Uiso 1 1 calc R U . . .
C4 C 0.6251(3) 0.3868(3) 0.6079(2) 0.0483(6) Uani 1 1 d . . . . .
H4 H 0.531904 0.367694 0.602032 0.058 Uiso 1 1 calc R U . . .
C12 C 1.1098(3) 0.8799(3) 0.61410(19) 0.0478(6) Uani 1 1 d . . . . .
H12 H 1.124995 0.970403 0.608900 0.057 Uiso 1 1 calc R U . . .
C27 C 0.6317(3) 0.9209(3) 0.8793(2) 0.0481(6) Uani 1 1 d . . . . .
H27 H 0.643805 1.010428 0.883938 0.058 Uiso 1 1 calc R U . . .
C26 C 0.7577(3) 0.8184(3) 0.8528(2) 0.0500(6) Uani 1 1 d . . . . .
H26 H 0.851675 0.841210 0.840455 0.060 Uiso 1 1 calc R U . . .
C11 C 1.2269(3) 0.7682(3) 0.64174(19) 0.0510(6) Uani 1 1 d . . . . .
H11 H 1.318494 0.785726 0.653582 0.061 Uiso 1 1 calc R U . . .
C19 C 0.1554(3) 0.4143(3) 0.89558(19) 0.0478(6) Uani 1 1 d . . . . .
H19 H 0.061387 0.391593 0.902939 0.057 Uiso 1 1 calc R U . . .
C20 C 0.2836(3) 0.3137(3) 0.8681(2) 0.0512(6) Uani 1 1 d . . . . .
H20 H 0.272810 0.225483 0.858187 0.061 Uiso 1 1 calc R U . . .
C5 C 0.7441(3) 0.2768(3) 0.6362(2) 0.0534(6) Uani 1 1 d . . . . .
H5 H 0.729017 0.185929 0.647018 0.064 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C15 1.686(2) . ?
S2 C30 1.668(2) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
N1 C15 1.303(3) . ?
C1 C2 1.416(3) . ?
C1 C14 1.403(3) . ?
C1 C15 1.506(3) . ?
C16 C17 1.411(3) . ?
C16 C29 1.402(3) . ?
C16 C30 1.501(3) . ?
C17 C22 1.440(3) . ?
C17 C18 1.423(3) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
N2 C30 1.318(3) . ?
C2 C7 1.441(3) . ?
C2 C3 1.426(3) . ?
C14 C9 1.443(3) . ?
C14 C13 1.417(3) . ?
C29 C24 1.441(3) . ?
C29 C28 1.427(3) . ?
C24 C23 1.387(3) . ?
C24 C25 1.429(3) . ?
C9 C8 1.377(4) . ?
C9 C10 1.424(3) . ?
C7 C8 1.397(3) . ?
C7 C6 1.429(3) . ?
C22 C23 1.393(3) . ?
C22 C21 1.431(3) . ?
C23 H23 0.9300 . ?
C8 H8 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.355(4) . ?
C13 H13 0.9300 . ?
C13 C12 1.356(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.356(4) . ?
C28 H28 0.9300 . ?
C28 C27 1.356(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.350(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.352(4) . ?
C21 H21 0.9300 . ?
C21 C20 1.350(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.351(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.418(4) . ?
C12 H12 0.9300 . ?
C12 C11 1.414(4) . ?
C27 H27 0.9300 . ?
C27 C26 1.419(4) . ?
C26 H26 0.9300 . ?
C11 H11 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.425(4) . ?
C20 H20 0.9300 . ?
C5 H5 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1A N1 H1B 120.0 . . ?
C15 N1 H1A 120.0 . . ?
C15 N1 H1B 120.0 . . ?
C2 C1 C15 118.88(19) . . ?
C14 C1 C2 121.6(2) . . ?
C14 C1 C15 119.6(2) . . ?
C17 C16 C30 119.4(2) . . ?
C29 C16 C17 121.44(19) . . ?
C29 C16 C30 119.1(2) . . ?
C16 C17 C22 118.6(2) . . ?
C16 C17 C18 123.2(2) . . ?
C18 C17 C22 118.1(2) . . ?
H2A N2 H2B 120.0 . . ?
C30 N2 H2A 120.0 . . ?
C30 N2 H2B 120.0 . . ?
C1 C2 C7 118.8(2) . . ?
C1 C2 C3 123.4(2) . . ?
C3 C2 C7 117.7(2) . . ?
C1 C14 C9 118.6(2) . . ?
C1 C14 C13 123.4(2) . . ?
C13 C14 C9 118.0(2) . . ?
C16 C29 C24 118.9(2) . . ?
C16 C29 C28 123.1(2) . . ?
C28 C29 C24 118.1(2) . . ?
N1 C15 S1 124.05(17) . . ?
N1 C15 C1 116.3(2) . . ?
C1 C15 S1 119.61(17) . . ?
C23 C24 C29 119.6(2) . . ?
C23 C24 C25 121.8(2) . . ?
C25 C24 C29 118.6(2) . . ?
C8 C9 C14 119.6(2) . . ?
C8 C9 C10 121.6(2) . . ?
C10 C9 C14 118.8(2) . . ?
C8 C7 C2 118.8(2) . . ?
C8 C7 C6 122.4(2) . . ?
C6 C7 C2 118.8(2) . . ?
C23 C22 C17 119.5(2) . . ?
C23 C22 C21 121.8(2) . . ?
C21 C22 C17 118.6(2) . . ?
C24 C23 C22 121.8(2) . . ?
C24 C23 H23 119.1 . . ?
C22 C23 H23 119.1 . . ?
C16 C30 S2 119.91(16) . . ?
N2 C30 S2 123.70(17) . . ?
N2 C30 C16 116.4(2) . . ?
C9 C8 C7 122.6(2) . . ?
C9 C8 H8 118.7 . . ?
C7 C8 H8 118.7 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.4(2) . . ?
C4 C3 H3 119.3 . . ?
C14 C13 H13 119.5 . . ?
C12 C13 C14 121.0(2) . . ?
C12 C13 H13 119.5 . . ?
C17 C18 H18 119.3 . . ?
C19 C18 C17 121.3(2) . . ?
C19 C18 H18 119.3 . . ?
C29 C28 H28 119.4 . . ?
C27 C28 C29 121.1(2) . . ?
C27 C28 H28 119.4 . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 121.0(2) . . ?
C11 C10 H10 119.5 . . ?
C24 C25 H25 119.5 . . ?
C26 C25 C24 121.1(2) . . ?
C26 C25 H25 119.5 . . ?
C22 C21 H21 119.5 . . ?
C20 C21 C22 121.0(2) . . ?
C20 C21 H21 119.5 . . ?
C7 C6 H6 119.5 . . ?
C5 C6 C7 121.0(2) . . ?
C5 C6 H6 119.5 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.6(2) . . ?
C5 C4 H4 119.7 . . ?
C13 C12 H12 119.5 . . ?
C13 C12 C11 121.0(3) . . ?
C11 C12 H12 119.5 . . ?
C28 C27 H27 119.6 . . ?
C28 C27 C26 120.8(2) . . ?
C26 C27 H27 119.6 . . ?
C25 C26 C27 120.4(2) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 H26 119.8 . . ?
C10 C11 C12 120.2(2) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.4(2) . . ?
C20 C19 H19 119.8 . . ?
C21 C20 C19 120.5(2) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C6 C5 C4 120.4(2) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C7 C8 -0.1(3) . . . . ?
C1 C2 C7 C6 178.3(2) . . . . ?
C1 C2 C3 C4 -177.1(2) . . . . ?
C1 C14 C9 C8 -1.3(3) . . . . ?
C1 C14 C9 C10 179.8(2) . . . . ?
C1 C14 C13 C12 179.4(2) . . . . ?
C16 C17 C22 C23 -0.3(3) . . . . ?
C16 C17 C22 C21 -178.7(2) . . . . ?
C16 C17 C18 C19 177.6(2) . . . . ?
C16 C29 C24 C23 1.6(3) . . . . ?
C16 C29 C24 C25 -179.2(2) . . . . ?
C16 C29 C28 C27 179.5(2) . . . . ?
C17 C16 C29 C24 -3.1(3) . . . . ?
C17 C16 C29 C28 177.3(2) . . . . ?
C17 C16 C30 S2 82.7(2) . . . . ?
C17 C16 C30 N2 -98.3(3) . . . . ?
C17 C22 C23 C24 -1.2(3) . . . . ?
C17 C22 C21 C20 1.0(3) . . . . ?
C17 C18 C19 C20 1.1(4) . . . . ?
C2 C1 C14 C9 2.5(3) . . . . ?
C2 C1 C14 C13 -177.0(2) . . . . ?
C2 C1 C15 S1 -80.4(2) . . . . ?
C2 C1 C15 N1 101.3(3) . . . . ?
C2 C7 C8 C9 1.3(3) . . . . ?
C2 C7 C6 C5 -0.5(4) . . . . ?
C2 C3 C4 C5 -1.5(4) . . . . ?
C14 C1 C2 C7 -1.8(3) . . . . ?
C14 C1 C2 C3 175.7(2) . . . . ?
C14 C1 C15 S1 99.0(2) . . . . ?
C14 C1 C15 N1 -79.3(3) . . . . ?
C14 C9 C8 C7 -0.6(4) . . . . ?
C14 C9 C10 C11 0.7(3) . . . . ?
C14 C13 C12 C11 0.9(4) . . . . ?
C29 C16 C17 C22 2.5(3) . . . . ?
C29 C16 C17 C18 -175.7(2) . . . . ?
C29 C16 C30 S2 -95.6(2) . . . . ?
C29 C16 C30 N2 83.3(3) . . . . ?
C29 C24 C23 C22 0.5(3) . . . . ?
C29 C24 C25 C26 -0.5(3) . . . . ?
C29 C28 C27 C26 -0.3(4) . . . . ?
C15 C1 C2 C7 177.6(2) . . . . ?
C15 C1 C2 C3 -4.9(3) . . . . ?
C15 C1 C14 C9 -176.9(2) . . . . ?
C15 C1 C14 C13 3.7(3) . . . . ?
C24 C29 C28 C27 -0.1(3) . . . . ?
C24 C25 C26 C27 0.1(4) . . . . ?
C9 C14 C13 C12 0.0(3) . . . . ?
C9 C10 C11 C12 0.1(4) . . . . ?
C7 C2 C3 C4 0.3(3) . . . . ?
C7 C6 C5 C4 -0.7(4) . . . . ?
C22 C17 C18 C19 -0.5(3) . . . . ?
C22 C21 C20 C19 -0.5(4) . . . . ?
C23 C24 C25 C26 178.7(2) . . . . ?
C23 C22 C21 C20 -177.4(2) . . . . ?
C30 C16 C17 C22 -175.83(19) . . . . ?
C30 C16 C17 C18 6.0(3) . . . . ?
C30 C16 C29 C24 175.18(19) . . . . ?
C30 C16 C29 C28 -4.4(3) . . . . ?
C8 C9 C10 C11 -178.2(2) . . . . ?
C8 C7 C6 C5 177.8(2) . . . . ?
C3 C2 C7 C8 -177.7(2) . . . . ?
C3 C2 C7 C6 0.7(3) . . . . ?
C3 C4 C5 C6 1.7(4) . . . . ?
C13 C14 C9 C8 178.2(2) . . . . ?
C13 C14 C9 C10 -0.7(3) . . . . ?
C13 C12 C11 C10 -0.9(4) . . . . ?
C18 C17 C22 C23 178.0(2) . . . . ?
C18 C17 C22 C21 -0.5(3) . . . . ?
C18 C19 C20 C21 -0.6(4) . . . . ?
C28 C29 C24 C23 -178.7(2) . . . . ?
C28 C29 C24 C25 0.5(3) . . . . ?
C28 C27 C26 C25 0.2(4) . . . . ?
C10 C9 C8 C7 178.3(2) . . . . ?
C25 C24 C23 C22 -178.7(2) . . . . ?
C21 C22 C23 C24 177.2(2) . . . . ?
C6 C7 C8 C9 -177.0(2) . . . . ?

_olex2_exptl_crystal_mounting_method 
'Crystal was mounted on a 75 um MiTeGen cryoloop.'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.612
_oxdiff_exptl_absorpt_empirical_full_min 0.476
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_AnThio_220K
_database_code_depnum_ccdc_archive 'CCDC 2347865'
loop_
_audit_author_name
_audit_author_address
'Gary George III'
;University of Missouri
United States of America
;
_audit_update_record             
;
2024-04-11 deposited with the CCDC.	2024-05-29 downloaded from the CCDC.
;
_audit_creation_date             2023-12-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H11 N S'
_chemical_formula_sum            'C15 H11 N S'
_chemical_formula_weight         237.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2177(2)
_cell_length_b                   9.9216(2)
_cell_length_c                   13.2043(3)
_cell_angle_alpha                82.062(2)
_cell_angle_beta                 83.369(2)
_cell_angle_gamma                77.9280(10)
_cell_volume                     1164.89(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    22601
_cell_measurement_temperature    219.95(10)
_cell_measurement_theta_max      76.4440
_cell_measurement_theta_min      3.3800
_shelx_estimated_absorpt_T_max   0.831
_shelx_estimated_absorpt_T_min   0.535
_exptl_absorpt_coefficient_mu    2.232
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.347
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             496
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -6 -3 0.1005
0 -6 -3 0.0960
3 -4 -2 0.0860
0 6 3 0.0892
5 5 2 0.1255
0 -2 8 0.0264
1 -1 8 0.0357
-1 1 -8 0.0698
0 2 -8 0.0603
-4 3 2 0.1315
-1 6 3 0.0931
-1 -3 7 0.0494
2 -3 6 0.0469
0 -4 5 0.0469
1 5 -4 0.0815
-5 -5 -1 0.1272
3 -3 -6 0.0828
-4 2 5 0.1000
2 6 5 0.0913
6 -1 2 0.1320
0 6 -1 0.0888
-1 0 -8 0.0562
1 0 8 0.0360
0 -1 8 0.0244
-2 -3 -8 0.0863
1 -1 -8 0.0617
-2 0 8 0.0513
0 2 8 0.0357
1 3 8 0.0473
-2 -1 7 0.0479
1 1 9 0.0363
0 0 8 0.0280

_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.185
_exptl_crystal_size_min          0.086
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0703 -6.3198 -2.7530 0.1697 0.7116 0.6818
0.0016 -6.1448 -2.8246 0.1958 0.8198 0.5382
3.1257 -4.4155 -2.4731 0.2330 0.9724 0.0128
-0.0064 6.1436 2.8248 -0.1959 -0.8202 -0.5375
4.7627 4.8821 1.5682 -0.0148 -0.0669 -0.9977
0.0699 -1.8585 7.7856 -0.9614 0.2305 0.1500
1.3035 -0.7353 8.1879 -0.9680 0.2319 -0.0960
-1.4469 0.5970 -8.2030 0.9648 -0.2311 0.1253
-0.1586 1.7816 -7.8303 0.9638 -0.2311 -0.1327
-4.3254 3.0868 2.0287 -0.2256 -0.9423 0.2471
-0.9890 5.8032 2.8139 -0.2148 -0.8954 -0.3901
-1.2840 -2.9525 6.8089 -0.8878 0.2123 0.4082
1.6962 -3.1689 6.2762 -0.7917 0.6068 0.0706
-0.0589 -4.4170 5.3355 -0.7309 0.5598 0.3903
0.6239 5.1222 -4.2037 0.6202 -0.5872 -0.5201
-4.9750 -4.6188 -1.3530 -0.0074 0.0055 1.0000
2.8544 -2.6884 -5.9907 0.6843 0.7218 -0.1038
-3.6989 1.7108 5.4931 -0.6582 -0.6945 0.2906
2.1421 5.5411 5.1813 -0.4606 -0.4851 -0.7433
5.5424 -0.7198 2.3855 -0.2275 0.7654 -0.6019
-0.1664 6.1026 -0.9197 0.2439 -0.8231 -0.5128
-0.7779 0.4532 -8.3697 0.9898 -0.1298 0.0578
1.2202 -0.0350 8.4196 -0.9807 0.1285 -0.1474
0.0622 -1.1101 8.1508 -0.9879 0.1297 0.0854
-1.6851 -3.2628 -7.8656 0.8351 0.2483 0.4909
0.9213 -1.1146 -8.2207 0.9587 0.2844 -0.0087
-1.8132 0.2570 7.8133 -0.9412 -0.2790 0.1906
-0.3946 1.5908 8.3308 -0.9542 -0.2832 -0.0960
0.7017 2.5144 8.2677 -0.9120 -0.2709 -0.3080
-1.8973 -1.3629 7.4573 -0.9366 -0.0744 0.3424
0.8810 1.2038 8.5584 -0.9736 -0.0769 -0.2150
-0.1520 0.2645 8.4650 -0.9968 -0.0789 -0.0092

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0725
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            48435
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.803
_diffrn_reflns_theta_min         3.393
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      219.95(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -120.00 -66.00   0.50    0.11    --  -47.76-137.00 -29.00  108
  2  ω    -91.00 -17.00   0.50    0.11    --  -47.76 132.00-143.00  148
  3  ω   -120.00 -69.00   0.50    0.11    --  -47.76-132.00 147.00  102
  4  ω    -95.00 -19.00   0.50    0.11    --  -47.76 137.00  33.00  152
  5  ω     38.00  99.00   0.50    0.11    --   47.76-132.00 147.00  122
  6  ω     41.00 102.00   0.50    0.11    --   47.76-137.00 -29.00  122
  7  ω    -95.00 -19.00   0.50    0.45    --  -91.75 137.00  33.00  152
  8  ω   -158.00 -66.00   0.50    0.45    --  -91.75-137.00 -29.00  184
  9  ω   -162.00 -69.00   0.50    0.45    --  -91.75-132.00 147.00  186
 10  ω     41.00 121.00   0.50    0.45    --  107.31-137.00 -29.00  160
 11  ω     87.00 178.00   0.50    0.45    --  107.31 137.00  33.00  182
 12  ω     38.00 117.00   0.50    0.45    --  107.31-132.00 147.00  158
 13  ω     91.00 178.00   0.50    0.45    --  107.31 132.00-143.00  174
 14  ω    -58.00 -32.00   0.50    0.11    --   14.00 163.00 166.38   52
 15  ω    -21.00  14.00   0.50    0.11    --   14.00 102.00  92.17   70
 16  ω     -8.00  22.00   0.50    0.11    --   26.00 100.00 -96.70   60
 17  ω     -3.00  27.00   0.50    0.11    --   30.00  98.00 121.87   60
 18  ω      9.00  43.00   0.50    0.11    --   38.00  90.00 -58.73   68
 19  ω   -123.00 -35.00   0.50    0.11    --  -47.76 -19.00   0.00  176
 20  ω   -120.00 -25.00   0.50    0.11    --  -47.76 -77.00-120.00  190
 21  ω     35.00 123.00   0.50    0.11    --   47.76  19.00 150.00  176
 22  ω     36.00 121.00   0.50    0.11    --   47.76  38.00-180.00  170
 23  ω     28.00 122.00   0.50    0.11    --   50.00  75.00  11.80  188
 24  ω     28.00 122.00   0.50    0.11    --   50.00  76.00  86.79  188
 25  ω     27.00 122.00   0.50    0.11    --   50.00  77.00 143.55  190
 26  ω     32.00 126.00   0.50    0.11    --   54.00  76.00 -44.37  188
 27  ω     31.00 126.00   0.50    0.11    --   54.00  77.00-162.22  190
 28  ω   -131.00 -35.00   0.50    0.11    --  -58.00 -76.00  63.92  192
 29  ω     36.00 131.00   0.50    0.11    --   58.00  75.00   3.15  190
 30  ω     36.00 131.00   0.50    0.11    --   58.00  75.00-119.35  190
 31  ω     36.00 131.00   0.50    0.11    --   58.00  75.00  45.37  190
 32  ω   -135.00 -41.00   0.50    0.11    --  -62.00 -73.00 -90.91  188
 33  ω   -135.00 -40.00   0.50    0.11    --  -62.00 -74.00-135.32  190
 34  ω     40.00 135.00   0.50    0.11    --   62.00  75.00 103.30  190
 35  ω     41.00 135.00   0.50    0.11    --   62.00  74.00 -85.44  188
 36  ω     40.00 135.00   0.50    0.11    --   62.00  75.00-176.58  190
 37  ω     41.00 135.00   0.50    0.11    --   62.00  73.00 157.52  188
 38  ω   -143.00 -49.00   0.50    0.45    --  -70.00 -73.00 -60.65  188
 39  ω     48.00 143.00   0.50    0.11    --   70.00  76.00  40.70  190
 40  ω   -143.00 -53.00   0.50    0.45    --  -70.00 -61.00  29.48  180
 41  ω   -142.00 -54.00   0.50    0.45    --  -70.00 -60.00  92.77  176
 42  ω   -146.00 -52.00   0.50    0.45    --  -74.00 -74.00-101.34  188
 43  ω   -151.00 -61.00   0.50    0.45    --  -78.00 -61.00 155.50  180
 44  ω    -81.00 -56.00   0.50    0.45    --  -78.00 -75.00 -13.27   50
 45  ω    -87.00 -57.00   0.50    0.45    --  -78.00 -73.00-110.74   60
 46  ω    -82.00 -57.00   0.50    0.45    --  -78.00 -73.00   7.90   50
 47  ω    -94.00 -60.00   0.50    0.45    --  -78.00 -64.00 175.33   68
 48  ω    -89.00 -56.00   0.50    0.45    --  -78.00 -74.00 -78.34   66
 49  ω    -86.00 -57.00   0.50    0.45    --  -78.00 -73.00-132.85   58
 50  ω    -88.00 -62.00   0.50    0.45    --  -82.00 -71.00  26.96   52
 51  ω    -89.00 -63.00   0.50    0.45    --  -82.00 -73.00-132.56   52
 52  ω    -91.00 -65.00   0.50    0.45    --  -82.00 -65.00-165.29   52
 53  ω   -101.00 -72.00   0.50    0.45    --  -91.75 -74.00-160.03   58
 54  ω   -163.00-106.00   0.50    0.45    --  -91.75 -74.00-160.03  114
 55  ω   -124.00 -72.00   0.50    0.45    --  -91.75 -77.00  30.00  104
 56  ω    -96.00 -69.00   0.50    0.45    --  -91.75 -76.00  93.13   54
 57  ω   -141.00-115.00   0.50    0.45    --  -91.75 -76.00  93.13   52
 58  ω    -97.00 -70.00   0.50    0.45    --  -91.75 -75.00 173.74   54
 59  ω    -64.00 -19.00   0.50    0.45    --  -91.75  57.00  30.00   90
 60  ω   -138.00 -71.00   0.50    0.45    --  -91.75 -74.00 163.80  134
 61  ω   -109.00 -83.00   0.50    0.45    --  -91.75 -56.00 -34.51   52
 62  ω   -143.00-116.00   0.50    0.45    --  -91.75 -56.00 -34.51   54
 63  ω   -159.00 -92.00   0.50    0.45    --  -91.75 -60.00-119.80  134
 64  ω   -162.00 -83.00   0.50    0.45    --  -91.75 -64.00 -86.63  158
 65  ω    -96.00 -70.00   0.50    0.45    --  -91.75 -76.00 109.41   52
 66  ω   -163.00 -72.00   0.50    0.45    --  -91.75 -77.00   0.00  182
 67  ω    -95.00 -69.00   0.50    0.45    --  -91.75 -77.00  78.74   52
 68  ω   -162.00 -70.00   0.50    0.45    --  -91.75 -77.00 120.00  184
 69  ω    -96.00 -70.00   0.50    0.45    --  -91.75 -74.00-130.73   52
 70  ω   -140.00 -75.00   0.50    0.45    --  -91.75 -72.00-173.96  130
 71  ω   -157.00-131.00   0.50    0.45    --  -91.75 -72.00  59.65   52
 72  ω   -155.00 -74.00   0.50    0.45    --  -91.75 -66.00 146.33  162
 73  ω   -141.00 -70.00   0.50    0.45    --  -91.75 -77.00 -90.00  142
 74  ω   -157.00 -71.00   0.50    0.45    --  -91.75 -71.00 132.96  172
 75  ω   -150.00-109.00   0.50    0.45    --  -91.75 -77.00  78.74   82
 76  ω   -162.00-120.00   0.50    0.45    --  -91.75 -67.00-159.91   84
 77  ω    -95.00 -69.00   0.50    0.45    --  -91.75 -76.00 101.10   52
 78  ω   -163.00 -73.00   0.50    0.45    --  -91.75 -67.00 -37.84  180
 79  ω   -163.00-101.00   0.50    0.45    --  -91.75 -76.00 101.10  124
 80  ω   -102.00 -70.00   0.50    0.45    --  -91.75 -77.00 -43.24   64
 81  ω   -106.00 -73.00   0.50    0.45    --  -91.75 -67.00-159.91   66
 82  ω   -147.00 -70.00   0.50    0.45    --  -91.75 -75.00  14.03  154
 83  ω   -152.00 -74.00   0.50    0.45    --  -91.75 -66.00  29.98  156
 84  ω    -79.00 -54.00   0.50    0.45    --  -91.75 132.00-143.00   50
 85  ω   -100.00 -72.00   0.50    0.45    --  -91.75 -72.00  59.65   56
 86  ω     36.00  66.00   0.50    0.45    --  107.31 -57.00  90.00   60
 87  ω     81.00 106.00   0.50    0.45    --  107.31 -99.00 120.00   50
 88  ω     47.00 102.00   0.50    0.45    --  107.31 -99.00 -60.00  110
 89  ω     36.00  68.00   0.50    0.45    --  107.31 -57.00   0.00   64
 90  ω     36.00  67.00   0.50    0.45    --  107.31 -57.00  30.00   62
 91  ω     62.00 110.00   0.50    0.45    --  107.31-125.00 -90.00   96
 92  ω     50.00  97.00   0.50    0.45    --  107.31 -99.00-180.00   94
 93  ω     36.00  68.00   0.50    0.45    --  107.31 -57.00-180.00   64
 94  ω     35.00  67.00   0.50    0.45    --  107.31 -57.00 -30.00   64
 95  ω     56.00 106.00   0.50    0.45    --  107.31 -99.00-150.00  100
 96  ω     65.00 109.00   0.50    0.45    --  107.31-125.00  90.00   88
 97  ω     35.00 106.00   0.50    0.45    --  107.31 -99.00 -30.00  142
 98  ω     35.00  68.00   0.50    0.45    --  107.31 -57.00 120.00   66
 99  ω     36.00  67.00   0.50    0.45    --  107.31 -57.00 150.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0127630000
_diffrn_orient_matrix_UB_12      0.0224912000
_diffrn_orient_matrix_UB_13      -0.1182343000
_diffrn_orient_matrix_UB_21      0.1222540000
_diffrn_orient_matrix_UB_22      -0.1319983000
_diffrn_orient_matrix_UB_23      -0.0029993000
_diffrn_orient_matrix_UB_31      -0.1197355000
_diffrn_orient_matrix_UB_32      -0.0873782000
_diffrn_orient_matrix_UB_33      -0.0005118000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4108
_reflns_number_total             4629
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.825
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4629
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0566
_refine_ls_R_factor_gt           0.0512
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0669P)²+0.7417P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1385
_refine_ls_wR_factor_ref         0.1431
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C23(H23), C8(H8), C3(H3), C13(H13), C18(H18), C28(H28), C10(H10), C25(H25),
 C21(H21), C6(H6), C4(H4), C12(H12), C27(H27), C26(H26), C11(H11), C19(H19),
 C20(H20), C5(H5)
2.b X=CH2 refined with riding coordinates:
 N1(H1A,H1B), N2(H2A,H2B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.66129(7) 0.83975(6) 0.42389(5) 0.04992(19) Uani 1 1 d . . . . .
S2 S 0.14724(6) 0.81959(6) 1.07275(5) 0.04768(18) Uani 1 1 d . . . . .
N1 N 0.6110(2) 0.8793(2) 0.61980(17) 0.0536(5) Uani 1 1 d . . . . .
H1A H 0.631165 0.859330 0.682753 0.064 Uiso 1 1 calc R U . . .
H1B H 0.539692 0.947049 0.603130 0.064 Uiso 1 1 calc R U . . .
C1 C 0.8108(2) 0.6907(2) 0.58597(17) 0.0393(5) Uani 1 1 d . . . . .
C16 C 0.3300(2) 0.7160(2) 0.91073(16) 0.0375(5) Uani 1 1 d . . . . .
C17 C 0.3108(2) 0.5817(2) 0.89885(16) 0.0384(5) Uani 1 1 d . . . . .
N2 N 0.1310(2) 0.9097(2) 0.87630(16) 0.0570(6) Uani 1 1 d . . . . .
H2A H 0.162707 0.906215 0.812670 0.068 Uiso 1 1 calc R U . . .
H2B H 0.055116 0.971577 0.893422 0.068 Uiso 1 1 calc R U . . .
C2 C 0.7857(2) 0.5532(2) 0.59996(16) 0.0405(5) Uani 1 1 d . . . . .
C14 C 0.9474(2) 0.7203(2) 0.60363(17) 0.0416(5) Uani 1 1 d . . . . .
C29 C 0.4701(2) 0.7531(2) 0.89141(16) 0.0386(5) Uani 1 1 d . . . . .
C15 C 0.6884(2) 0.8070(2) 0.54970(19) 0.0416(5) Uani 1 1 d . . . . .
C24 C 0.5977(2) 0.6494(2) 0.86380(16) 0.0392(5) Uani 1 1 d . . . . .
C9 C 1.0659(2) 0.6065(3) 0.63315(17) 0.0429(5) Uani 1 1 d . . . . .
C7 C 0.9050(3) 0.4415(2) 0.63060(17) 0.0421(5) Uani 1 1 d . . . . .
C22 C 0.4398(3) 0.4803(2) 0.87021(16) 0.0403(5) Uani 1 1 d . . . . .
C23 C 0.5791(2) 0.5166(2) 0.85453(17) 0.0423(5) Uani 1 1 d . . . . .
H23 H 0.662178 0.449924 0.837335 0.051 Uiso 1 1 calc R U . . .
C30 C 0.1985(2) 0.8204(2) 0.94740(18) 0.0406(5) Uani 1 1 d . . . . .
C8 C 1.0417(3) 0.4726(3) 0.64512(18) 0.0477(6) Uani 1 1 d . . . . .
H8 H 1.119284 0.400109 0.663564 0.057 Uiso 1 1 calc R U . . .
C3 C 0.6459(3) 0.5194(3) 0.58933(17) 0.0444(5) Uani 1 1 d . . . . .
H3 H 0.567329 0.589842 0.569223 0.053 Uiso 1 1 calc R U . . .
C13 C 0.9748(3) 0.8567(3) 0.59504(18) 0.0464(5) Uani 1 1 d . . . . .
H13 H 0.900144 0.931669 0.575945 0.056 Uiso 1 1 calc R U . . .
C18 C 0.1692(3) 0.5424(3) 0.91099(17) 0.0447(5) Uani 1 1 d . . . . .
H18 H 0.084645 0.606349 0.929933 0.054 Uiso 1 1 calc R U . . .
C28 C 0.4930(3) 0.8889(3) 0.89812(18) 0.0461(5) Uani 1 1 d . . . . .
H28 H 0.411999 0.957395 0.915720 0.055 Uiso 1 1 calc R U . . .
C10 C 1.2049(3) 0.6362(3) 0.65088(18) 0.0512(6) Uani 1 1 d . . . . .
H10 H 1.282493 0.563485 0.668927 0.061 Uiso 1 1 calc R U . . .
C25 C 0.7403(2) 0.6875(3) 0.84557(18) 0.0477(6) Uani 1 1 d . . . . .
H25 H 0.823832 0.621341 0.828414 0.057 Uiso 1 1 calc R U . . .
C21 C 0.4201(3) 0.3452(2) 0.85617(19) 0.0501(6) Uani 1 1 d . . . . .
H21 H 0.502685 0.278261 0.838667 0.060 Uiso 1 1 calc R U . . .
C6 C 0.8783(3) 0.3031(3) 0.64772(19) 0.0525(6) Uani 1 1 d . . . . .
H6 H 0.954838 0.230123 0.667093 0.063 Uiso 1 1 calc R U . . .
C4 C 0.6249(3) 0.3863(3) 0.6080(2) 0.0525(6) Uani 1 1 d . . . . .
H4 H 0.531929 0.367061 0.602123 0.063 Uiso 1 1 calc R U . . .
C12 C 1.1086(3) 0.8798(3) 0.61425(19) 0.0524(6) Uani 1 1 d . . . . .
H12 H 1.123637 0.970357 0.609178 0.063 Uiso 1 1 calc R U . . .
C27 C 0.6304(3) 0.9206(3) 0.8794(2) 0.0525(6) Uani 1 1 d . . . . .
H27 H 0.642289 1.010223 0.884065 0.063 Uiso 1 1 calc R U . . .
C26 C 0.7559(3) 0.8184(3) 0.8528(2) 0.0545(6) Uani 1 1 d . . . . .
H26 H 0.849679 0.841325 0.840296 0.065 Uiso 1 1 calc R U . . .
C11 C 1.2255(3) 0.7681(3) 0.64186(19) 0.0556(7) Uani 1 1 d . . . . .
H11 H 1.316895 0.785759 0.653833 0.067 Uiso 1 1 calc R U . . .
C19 C 0.1551(3) 0.4137(3) 0.89552(19) 0.0524(6) Uani 1 1 d . . . . .
H19 H 0.061358 0.390712 0.902945 0.063 Uiso 1 1 calc R U . . .
C20 C 0.2834(3) 0.3134(3) 0.8679(2) 0.0559(6) Uani 1 1 d . . . . .
H20 H 0.272758 0.225151 0.857934 0.067 Uiso 1 1 calc R U . . .
C5 C 0.7439(3) 0.2767(3) 0.6363(2) 0.0583(7) Uani 1 1 d . . . . .
H5 H 0.729172 0.185734 0.647026 0.070 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C15 1.685(2) . ?
S2 C30 1.667(2) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
N1 C15 1.303(3) . ?
C1 C2 1.414(3) . ?
C1 C14 1.403(3) . ?
C1 C15 1.504(3) . ?
C16 C17 1.412(3) . ?
C16 C29 1.402(3) . ?
C16 C30 1.501(3) . ?
C17 C22 1.439(3) . ?
C17 C18 1.425(3) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
N2 C30 1.315(3) . ?
C2 C7 1.439(3) . ?
C2 C3 1.424(3) . ?
C14 C9 1.442(3) . ?
C14 C13 1.415(3) . ?
C29 C24 1.440(3) . ?
C29 C28 1.423(3) . ?
C24 C23 1.387(3) . ?
C24 C25 1.428(3) . ?
C9 C8 1.378(4) . ?
C9 C10 1.424(3) . ?
C7 C8 1.398(3) . ?
C7 C6 1.427(3) . ?
C22 C23 1.390(3) . ?
C22 C21 1.429(3) . ?
C23 H23 0.9300 . ?
C8 H8 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.359(4) . ?
C13 H13 0.9300 . ?
C13 C12 1.358(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.355(4) . ?
C28 H28 0.9300 . ?
C28 C27 1.355(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.350(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.353(4) . ?
C21 H21 0.9300 . ?
C21 C20 1.349(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.347(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.418(4) . ?
C12 H12 0.9300 . ?
C12 C11 1.414(4) . ?
C27 H27 0.9300 . ?
C27 C26 1.415(4) . ?
C26 H26 0.9300 . ?
C11 H11 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.424(4) . ?
C20 H20 0.9300 . ?
C5 H5 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1A N1 H1B 120.0 . . ?
C15 N1 H1A 120.0 . . ?
C15 N1 H1B 120.0 . . ?
C2 C1 C15 118.91(19) . . ?
C14 C1 C2 121.5(2) . . ?
C14 C1 C15 119.5(2) . . ?
C17 C16 C30 119.47(19) . . ?
C29 C16 C17 121.39(19) . . ?
C29 C16 C30 119.1(2) . . ?
C16 C17 C22 118.7(2) . . ?
C16 C17 C18 123.2(2) . . ?
C18 C17 C22 118.1(2) . . ?
H2A N2 H2B 120.0 . . ?
C30 N2 H2A 120.0 . . ?
C30 N2 H2B 120.0 . . ?
C1 C2 C7 118.8(2) . . ?
C1 C2 C3 123.3(2) . . ?
C3 C2 C7 117.8(2) . . ?
C1 C14 C9 118.7(2) . . ?
C1 C14 C13 123.3(2) . . ?
C13 C14 C9 118.0(2) . . ?
C16 C29 C24 118.9(2) . . ?
C16 C29 C28 123.2(2) . . ?
C28 C29 C24 118.0(2) . . ?
N1 C15 S1 123.92(17) . . ?
N1 C15 C1 116.3(2) . . ?
C1 C15 S1 119.78(17) . . ?
C23 C24 C29 119.6(2) . . ?
C23 C24 C25 121.9(2) . . ?
C25 C24 C29 118.5(2) . . ?
C8 C9 C14 119.6(2) . . ?
C8 C9 C10 121.6(2) . . ?
C10 C9 C14 118.8(2) . . ?
C8 C7 C2 118.8(2) . . ?
C8 C7 C6 122.3(2) . . ?
C6 C7 C2 118.8(2) . . ?
C23 C22 C17 119.5(2) . . ?
C23 C22 C21 121.7(2) . . ?
C21 C22 C17 118.7(2) . . ?
C24 C23 C22 121.9(2) . . ?
C24 C23 H23 119.1 . . ?
C22 C23 H23 119.1 . . ?
C16 C30 S2 119.80(16) . . ?
N2 C30 S2 123.73(17) . . ?
N2 C30 C16 116.5(2) . . ?
C9 C8 C7 122.5(2) . . ?
C9 C8 H8 118.7 . . ?
C7 C8 H8 118.7 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.4(2) . . ?
C4 C3 H3 119.3 . . ?
C14 C13 H13 119.5 . . ?
C12 C13 C14 121.0(2) . . ?
C12 C13 H13 119.5 . . ?
C17 C18 H18 119.3 . . ?
C19 C18 C17 121.4(2) . . ?
C19 C18 H18 119.3 . . ?
C29 C28 H28 119.3 . . ?
C27 C28 C29 121.4(2) . . ?
C27 C28 H28 119.3 . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 121.0(2) . . ?
C11 C10 H10 119.5 . . ?
C24 C25 H25 119.4 . . ?
C26 C25 C24 121.1(2) . . ?
C26 C25 H25 119.4 . . ?
C22 C21 H21 119.5 . . ?
C20 C21 C22 120.9(2) . . ?
C20 C21 H21 119.5 . . ?
C7 C6 H6 119.5 . . ?
C5 C6 C7 121.0(2) . . ?
C5 C6 H6 119.5 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.4(2) . . ?
C5 C4 H4 119.8 . . ?
C13 C12 H12 119.5 . . ?
C13 C12 C11 121.0(3) . . ?
C11 C12 H12 119.5 . . ?
C28 C27 H27 119.7 . . ?
C28 C27 C26 120.6(2) . . ?
C26 C27 H27 119.7 . . ?
C25 C26 C27 120.4(2) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 H26 119.8 . . ?
C10 C11 C12 120.2(2) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C18 C19 H19 119.9 . . ?
C18 C19 C20 120.2(2) . . ?
C20 C19 H19 119.9 . . ?
C21 C20 C19 120.7(2) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C6 C5 C4 120.6(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C7 C8 -0.2(3) . . . . ?
C1 C2 C7 C6 178.1(2) . . . . ?
C1 C2 C3 C4 -177.0(2) . . . . ?
C1 C14 C9 C8 -1.2(3) . . . . ?
C1 C14 C9 C10 179.8(2) . . . . ?
C1 C14 C13 C12 179.2(2) . . . . ?
C16 C17 C22 C23 -0.3(3) . . . . ?
C16 C17 C22 C21 -178.8(2) . . . . ?
C16 C17 C18 C19 177.7(2) . . . . ?
C16 C29 C24 C23 1.5(3) . . . . ?
C16 C29 C24 C25 -179.2(2) . . . . ?
C16 C29 C28 C27 179.6(2) . . . . ?
C17 C16 C29 C24 -3.1(3) . . . . ?
C17 C16 C29 C28 177.2(2) . . . . ?
C17 C16 C30 S2 83.1(2) . . . . ?
C17 C16 C30 N2 -97.6(3) . . . . ?
C17 C22 C23 C24 -1.2(3) . . . . ?
C17 C22 C21 C20 1.0(3) . . . . ?
C17 C18 C19 C20 0.9(4) . . . . ?
C2 C1 C14 C9 2.2(3) . . . . ?
C2 C1 C14 C13 -177.1(2) . . . . ?
C2 C1 C15 S1 -80.6(2) . . . . ?
C2 C1 C15 N1 101.0(3) . . . . ?
C2 C7 C8 C9 1.3(3) . . . . ?
C2 C7 C6 C5 -0.4(4) . . . . ?
C2 C3 C4 C5 -1.5(4) . . . . ?
C14 C1 C2 C7 -1.5(3) . . . . ?
C14 C1 C2 C3 175.8(2) . . . . ?
C14 C1 C15 S1 98.5(2) . . . . ?
C14 C1 C15 N1 -80.0(3) . . . . ?
C14 C9 C8 C7 -0.6(4) . . . . ?
C14 C9 C10 C11 1.0(3) . . . . ?
C14 C13 C12 C11 1.0(4) . . . . ?
C29 C16 C17 C22 2.5(3) . . . . ?
C29 C16 C17 C18 -175.7(2) . . . . ?
C29 C16 C30 S2 -95.3(2) . . . . ?
C29 C16 C30 N2 83.9(3) . . . . ?
C29 C24 C23 C22 0.6(3) . . . . ?
C29 C24 C25 C26 -0.7(3) . . . . ?
C29 C28 C27 C26 -0.2(4) . . . . ?
C15 C1 C2 C7 177.5(2) . . . . ?
C15 C1 C2 C3 -5.2(3) . . . . ?
C15 C1 C14 C9 -176.8(2) . . . . ?
C15 C1 C14 C13 3.9(3) . . . . ?
C24 C29 C28 C27 -0.1(3) . . . . ?
C24 C25 C26 C27 0.4(4) . . . . ?
C9 C14 C13 C12 -0.1(3) . . . . ?
C9 C10 C11 C12 -0.1(4) . . . . ?
C7 C2 C3 C4 0.4(3) . . . . ?
C7 C6 C5 C4 -0.7(4) . . . . ?
C22 C17 C18 C19 -0.4(3) . . . . ?
C22 C21 C20 C19 -0.5(4) . . . . ?
C23 C24 C25 C26 178.6(2) . . . . ?
C23 C22 C21 C20 -177.5(2) . . . . ?
C30 C16 C17 C22 -175.92(19) . . . . ?
C30 C16 C17 C18 5.9(3) . . . . ?
C30 C16 C29 C24 175.33(19) . . . . ?
C30 C16 C29 C28 -4.4(3) . . . . ?
C8 C9 C10 C11 -178.0(2) . . . . ?
C8 C7 C6 C5 177.9(2) . . . . ?
C3 C2 C7 C8 -177.7(2) . . . . ?
C3 C2 C7 C6 0.6(3) . . . . ?
C3 C4 C5 C6 1.8(4) . . . . ?
C13 C14 C9 C8 178.2(2) . . . . ?
C13 C14 C9 C10 -0.8(3) . . . . ?
C13 C12 C11 C10 -0.9(4) . . . . ?
C18 C17 C22 C23 178.0(2) . . . . ?
C18 C17 C22 C21 -0.5(3) . . . . ?
C18 C19 C20 C21 -0.4(4) . . . . ?
C28 C29 C24 C23 -178.7(2) . . . . ?
C28 C29 C24 C25 0.6(3) . . . . ?
C28 C27 C26 C25 0.1(4) . . . . ?
C10 C9 C8 C7 178.4(2) . . . . ?
C25 C24 C23 C22 -178.6(2) . . . . ?
C21 C22 C23 C24 177.2(2) . . . . ?
C6 C7 C8 C9 -177.0(2) . . . . ?

_olex2_exptl_crystal_mounting_method 
'Crystal was mounted on a 75 um MiTeGen cryoloop.'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.834
_oxdiff_exptl_absorpt_empirical_full_min 0.474
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_AnThio_260K
_database_code_depnum_ccdc_archive 'CCDC 2347863'
loop_
_audit_author_name
_audit_author_address
'Gary George III'
;University of Missouri
United States of America
;
_audit_update_record             
;
2024-04-11 deposited with the CCDC.	2024-05-29 downloaded from the CCDC.
;
_audit_creation_date             2023-12-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H11 N S'
_chemical_formula_sum            'C15 H11 N S'
_chemical_formula_weight         237.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2540(2)
_cell_length_b                   9.9104(2)
_cell_length_c                   13.2402(3)
_cell_angle_alpha                82.185(2)
_cell_angle_beta                 83.436(2)
_cell_angle_gamma                77.9410(10)
_cell_volume                     1171.81(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    21294
_cell_measurement_temperature    259.95(10)
_cell_measurement_theta_max      75.9060
_cell_measurement_theta_min      3.3470
_shelx_estimated_absorpt_T_max   0.832
_shelx_estimated_absorpt_T_min   0.537
_exptl_absorpt_coefficient_mu    2.218
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.348
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             496
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -6 -3 0.1005
0 -6 -3 0.0960
3 -4 -2 0.0860
0 6 3 0.0892
5 5 2 0.1255
0 -2 8 0.0264
1 -1 8 0.0357
-1 1 -8 0.0698
0 2 -8 0.0603
-4 3 2 0.1315
-1 6 3 0.0931
-1 -3 7 0.0494
2 -3 6 0.0469
0 -4 5 0.0469
1 5 -4 0.0815
-5 -5 -1 0.1272
3 -3 -6 0.0828
-4 2 6 0.1000
2 6 5 0.0913
6 -1 2 0.1320
0 6 -1 0.0888
-1 0 -8 0.0562
1 0 8 0.0360
0 -1 8 0.0244
-2 -3 -8 0.0863
1 -1 -8 0.0617
-2 0 8 0.0513
0 2 8 0.0357
1 3 8 0.0473
-2 -1 7 0.0479
1 1 9 0.0363
0 0 8 0.0280

_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.185
_exptl_crystal_size_min          0.086
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0826 -6.3150 -2.7305 0.1697 0.7116 0.6818
-0.0070 -6.1420 -2.8074 0.1958 0.8198 0.5382
3.1299 -4.4189 -2.4743 0.2330 0.9724 0.0128
0.0022 6.1407 2.8075 -0.1959 -0.8202 -0.5375
4.7853 4.8716 1.5337 -0.0148 -0.0669 -0.9977
0.0801 -1.8462 7.8206 -0.9614 0.2305 0.1500
1.3195 -0.7256 8.2146 -0.9680 0.2319 -0.0960
-1.4635 0.5876 -8.2285 0.9648 -0.2311 0.1253
-0.1693 1.7694 -7.8647 0.9638 -0.2311 -0.1327
-4.3354 3.0929 2.0388 -0.2256 -0.9423 0.2471
-0.9842 5.8023 2.8019 -0.2148 -0.8954 -0.3901
-1.2807 -2.9383 6.8505 -0.8878 0.2123 0.4082
1.7091 -3.1597 6.3054 -0.7917 0.6068 0.0706
-0.0546 -4.4051 5.3738 -0.7309 0.5598 0.3903
0.6237 5.1101 -4.2433 0.6202 -0.5872 -0.5201
-4.9978 -4.6080 -1.3181 -0.0074 0.0055 1.0000
2.8538 -2.6979 -6.0106 0.6843 0.7218 -0.1038
-3.7026 1.7220 5.5189 -0.6582 -0.6945 0.2906
2.1612 5.5388 5.1665 -0.4606 -0.4851 -0.7433
5.5649 -0.7244 2.3755 -0.2275 0.7654 -0.6019
-0.1639 6.0950 -0.9492 0.2439 -0.8231 -0.5128
-0.7926 0.4427 -8.3978 0.9898 -0.1298 0.0578
1.2368 -0.0256 8.4443 -0.9807 0.1285 -0.1474
0.0735 -1.0981 8.1837 -0.9879 0.1297 0.0854
-1.7049 -3.2672 -7.8721 0.8351 0.2483 0.4909
0.9118 -1.1258 -8.2479 0.9587 0.2844 -0.0087
-1.8080 0.2700 7.8463 -0.9412 -0.2790 0.1906
-0.3827 1.6008 8.3542 -0.9542 -0.2832 -0.0960
0.7181 2.5216 8.2826 -0.9120 -0.2709 -0.3080
-1.8942 -1.3485 7.4966 -0.9366 -0.0744 0.3424
0.8974 1.2126 8.5794 -0.9736 -0.0769 -0.2150
-0.1400 0.2758 8.4938 -0.9968 -0.0789 -0.0092

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0712
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            49293
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.252
_diffrn_reflns_theta_min         3.383
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      259.95(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -120.00 -66.00   0.50    0.11    --  -47.76-137.00 -29.00  108
  2  ω    -91.00 -17.00   0.50    0.11    --  -47.76 132.00-143.00  148
  3  ω   -120.00 -69.00   0.50    0.11    --  -47.76-132.00 147.00  102
  4  ω    -95.00 -19.00   0.50    0.11    --  -47.76 137.00  33.00  152
  5  ω     38.00  99.00   0.50    0.11    --   47.76-132.00 147.00  122
  6  ω     41.00 102.00   0.50    0.11    --   47.76-137.00 -29.00  122
  7  ω    -95.00 -19.00   0.50    0.45    --  -91.75 137.00  33.00  152
  8  ω   -158.00 -66.00   0.50    0.45    --  -91.75-137.00 -29.00  184
  9  ω   -162.00 -69.00   0.50    0.45    --  -91.75-132.00 147.00  186
 10  ω     41.00 121.00   0.50    0.45    --  107.31-137.00 -29.00  160
 11  ω     87.00 178.00   0.50    0.45    --  107.31 137.00  33.00  182
 12  ω     38.00 117.00   0.50    0.45    --  107.31-132.00 147.00  158
 13  ω     91.00 178.00   0.50    0.45    --  107.31 132.00-143.00  174
 14  ω    -58.00 -32.00   0.50    0.11    --   14.00 163.00 166.38   52
 15  ω    -21.00  14.00   0.50    0.11    --   14.00 102.00  92.17   70
 16  ω     -8.00  22.00   0.50    0.11    --   26.00 100.00 -96.70   60
 17  ω     -3.00  27.00   0.50    0.11    --   30.00  98.00 121.87   60
 18  ω      9.00  43.00   0.50    0.11    --   38.00  90.00 -58.73   68
 19  ω   -123.00 -35.00   0.50    0.11    --  -47.76 -19.00   0.00  176
 20  ω   -120.00 -25.00   0.50    0.11    --  -47.76 -77.00-120.00  190
 21  ω     35.00 123.00   0.50    0.11    --   47.76  19.00 150.00  176
 22  ω     36.00 121.00   0.50    0.11    --   47.76  38.00-180.00  170
 23  ω     28.00 122.00   0.50    0.11    --   50.00  75.00  11.80  188
 24  ω     28.00 122.00   0.50    0.11    --   50.00  76.00  86.79  188
 25  ω     27.00 122.00   0.50    0.11    --   50.00  77.00 143.55  190
 26  ω     32.00 126.00   0.50    0.11    --   54.00  76.00 -44.37  188
 27  ω     31.00 126.00   0.50    0.11    --   54.00  77.00-162.22  190
 28  ω   -131.00 -35.00   0.50    0.11    --  -58.00 -76.00  63.92  192
 29  ω     36.00 131.00   0.50    0.11    --   58.00  75.00   3.15  190
 30  ω     36.00 131.00   0.50    0.11    --   58.00  75.00-119.35  190
 31  ω     36.00 131.00   0.50    0.11    --   58.00  75.00  45.37  190
 32  ω   -135.00 -41.00   0.50    0.11    --  -62.00 -73.00 -90.91  188
 33  ω   -135.00 -40.00   0.50    0.11    --  -62.00 -74.00-135.32  190
 34  ω     40.00 135.00   0.50    0.11    --   62.00  75.00 103.30  190
 35  ω     41.00 135.00   0.50    0.11    --   62.00  74.00 -85.44  188
 36  ω     40.00 135.00   0.50    0.11    --   62.00  75.00-176.58  190
 37  ω     41.00 135.00   0.50    0.11    --   62.00  73.00 157.52  188
 38  ω   -143.00 -49.00   0.50    0.45    --  -70.00 -73.00 -60.65  188
 39  ω     48.00 143.00   0.50    0.11    --   70.00  76.00  40.70  190
 40  ω   -143.00 -53.00   0.50    0.45    --  -70.00 -61.00  29.48  180
 41  ω   -142.00 -54.00   0.50    0.45    --  -70.00 -60.00  92.77  176
 42  ω   -146.00 -52.00   0.50    0.45    --  -74.00 -74.00-101.34  188
 43  ω   -151.00 -61.00   0.50    0.45    --  -78.00 -61.00 155.50  180
 44  ω    -81.00 -56.00   0.50    0.45    --  -78.00 -75.00 -13.27   50
 45  ω    -87.00 -57.00   0.50    0.45    --  -78.00 -73.00-110.74   60
 46  ω    -82.00 -57.00   0.50    0.45    --  -78.00 -73.00   7.90   50
 47  ω    -94.00 -60.00   0.50    0.45    --  -78.00 -64.00 175.33   68
 48  ω    -89.00 -56.00   0.50    0.45    --  -78.00 -74.00 -78.34   66
 49  ω    -86.00 -57.00   0.50    0.45    --  -78.00 -73.00-132.85   58
 50  ω    -88.00 -62.00   0.50    0.45    --  -82.00 -71.00  26.96   52
 51  ω    -89.00 -63.00   0.50    0.45    --  -82.00 -73.00-132.56   52
 52  ω    -91.00 -65.00   0.50    0.45    --  -82.00 -65.00-165.29   52
 53  ω   -101.00 -72.00   0.50    0.45    --  -91.75 -74.00-160.03   58
 54  ω   -163.00-106.00   0.50    0.45    --  -91.75 -74.00-160.03  114
 55  ω   -124.00 -72.00   0.50    0.45    --  -91.75 -77.00  30.00  104
 56  ω    -96.00 -69.00   0.50    0.45    --  -91.75 -76.00  93.13   54
 57  ω   -141.00-115.00   0.50    0.45    --  -91.75 -76.00  93.13   52
 58  ω    -97.00 -70.00   0.50    0.45    --  -91.75 -75.00 173.74   54
 59  ω    -64.00 -19.00   0.50    0.45    --  -91.75  57.00  30.00   90
 60  ω   -138.00 -71.00   0.50    0.45    --  -91.75 -74.00 163.80  134
 61  ω   -109.00 -83.00   0.50    0.45    --  -91.75 -56.00 -34.51   52
 62  ω   -143.00-116.00   0.50    0.45    --  -91.75 -56.00 -34.51   54
 63  ω   -159.00 -92.00   0.50    0.45    --  -91.75 -60.00-119.80  134
 64  ω   -162.00 -83.00   0.50    0.45    --  -91.75 -64.00 -86.63  158
 65  ω    -96.00 -70.00   0.50    0.45    --  -91.75 -76.00 109.41   52
 66  ω   -163.00 -72.00   0.50    0.45    --  -91.75 -77.00   0.00  182
 67  ω    -95.00 -69.00   0.50    0.45    --  -91.75 -77.00  78.74   52
 68  ω   -162.00 -70.00   0.50    0.45    --  -91.75 -77.00 120.00  184
 69  ω    -96.00 -70.00   0.50    0.45    --  -91.75 -74.00-130.73   52
 70  ω   -140.00 -75.00   0.50    0.45    --  -91.75 -72.00-173.96  130
 71  ω   -157.00-131.00   0.50    0.45    --  -91.75 -72.00  59.65   52
 72  ω   -155.00 -74.00   0.50    0.45    --  -91.75 -66.00 146.33  162
 73  ω   -141.00 -70.00   0.50    0.45    --  -91.75 -77.00 -90.00  142
 74  ω   -157.00 -71.00   0.50    0.45    --  -91.75 -71.00 132.96  172
 75  ω   -150.00-109.00   0.50    0.45    --  -91.75 -77.00  78.74   82
 76  ω   -162.00-120.00   0.50    0.45    --  -91.75 -67.00-159.91   84
 77  ω    -95.00 -69.00   0.50    0.45    --  -91.75 -76.00 101.10   52
 78  ω   -163.00 -73.00   0.50    0.45    --  -91.75 -67.00 -37.84  180
 79  ω   -163.00-101.00   0.50    0.45    --  -91.75 -76.00 101.10  124
 80  ω   -102.00 -70.00   0.50    0.45    --  -91.75 -77.00 -43.24   64
 81  ω   -106.00 -73.00   0.50    0.45    --  -91.75 -67.00-159.91   66
 82  ω   -147.00 -70.00   0.50    0.45    --  -91.75 -75.00  14.03  154
 83  ω   -152.00 -74.00   0.50    0.45    --  -91.75 -66.00  29.98  156
 84  ω    -79.00 -54.00   0.50    0.45    --  -91.75 132.00-143.00   50
 85  ω   -100.00 -72.00   0.50    0.45    --  -91.75 -72.00  59.65   56
 86  ω     36.00  66.00   0.50    0.45    --  107.31 -57.00  90.00   60
 87  ω     81.00 106.00   0.50    0.45    --  107.31 -99.00 120.00   50
 88  ω     47.00 102.00   0.50    0.45    --  107.31 -99.00 -60.00  110
 89  ω     36.00  68.00   0.50    0.45    --  107.31 -57.00   0.00   64
 90  ω     36.00  67.00   0.50    0.45    --  107.31 -57.00  30.00   62
 91  ω     62.00 110.00   0.50    0.45    --  107.31-125.00 -90.00   96
 92  ω     50.00  97.00   0.50    0.45    --  107.31 -99.00-180.00   94
 93  ω     36.00  68.00   0.50    0.45    --  107.31 -57.00-180.00   64
 94  ω     35.00  67.00   0.50    0.45    --  107.31 -57.00 -30.00   64
 95  ω     56.00 106.00   0.50    0.45    --  107.31 -99.00-150.00  100
 96  ω     65.00 109.00   0.50    0.45    --  107.31-125.00  90.00   88
 97  ω     35.00 106.00   0.50    0.45    --  107.31 -99.00 -30.00  142
 98  ω     35.00  68.00   0.50    0.45    --  107.31 -57.00 120.00   66
 99  ω     36.00  67.00   0.50    0.45    --  107.31 -57.00 150.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0122979000
_diffrn_orient_matrix_UB_12      0.0219859000
_diffrn_orient_matrix_UB_13      -0.1178721000
_diffrn_orient_matrix_UB_21      0.1216110000
_diffrn_orient_matrix_UB_22      -0.1322426000
_diffrn_orient_matrix_UB_23      -0.0029895000
_diffrn_orient_matrix_UB_31      -0.1194498000
_diffrn_orient_matrix_UB_32      -0.0873866000
_diffrn_orient_matrix_UB_33      -0.0002203000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3997
_reflns_number_total             4668
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.627
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4668
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0470
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0588P)²+0.6328P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1252
_refine_ls_wR_factor_ref         0.1320
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C23(H23), C8(H8), C3(H3), C13(H13), C18(H18), C28(H28), C10(H10), C25(H25),
 C21(H21), C6(H6), C4(H4), C12(H12), C27(H27), C26(H26), C11(H11), C19(H19),
 C20(H20), C5(H5)
2.b X=CH2 refined with riding coordinates:
 N1(H1A,H1B), N2(H2A,H2B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.66228(7) 0.84016(6) 0.42433(5) 0.05679(18) Uani 1 1 d . . . . .
S2 S 0.14858(6) 0.82063(6) 1.07237(4) 0.05530(18) Uani 1 1 d . . . . .
N1 N 0.6093(2) 0.8782(2) 0.61967(16) 0.0613(5) Uani 1 1 d . . . . .
H1A H 0.628626 0.857734 0.682574 0.074 Uiso 1 1 calc R U . . .
H1B H 0.538303 0.945880 0.602961 0.074 Uiso 1 1 calc R U . . .
C1 C 0.8097(2) 0.6901(2) 0.58620(15) 0.0444(5) Uani 1 1 d . . . . .
C16 C 0.3285(2) 0.7151(2) 0.91068(15) 0.0431(4) Uani 1 1 d . . . . .
C17 C 0.3095(2) 0.5810(2) 0.89888(15) 0.0439(5) Uani 1 1 d . . . . .
N2 N 0.1290(2) 0.9079(2) 0.87648(16) 0.0663(6) Uani 1 1 d . . . . .
H2A H 0.159840 0.903631 0.812987 0.080 Uiso 1 1 calc R U . . .
H2B H 0.053375 0.969814 0.893556 0.080 Uiso 1 1 calc R U . . .
C2 C 0.7842(2) 0.5530(2) 0.60022(15) 0.0455(5) Uani 1 1 d . . . . .
C14 C 0.9456(2) 0.7200(2) 0.60383(16) 0.0467(5) Uani 1 1 d . . . . .
C29 C 0.4680(2) 0.7524(2) 0.89152(15) 0.0443(5) Uani 1 1 d . . . . .
C15 C 0.6878(2) 0.8066(2) 0.54962(17) 0.0467(5) Uani 1 1 d . . . . .
C24 C 0.5953(2) 0.6486(2) 0.86394(15) 0.0460(5) Uani 1 1 d . . . . .
C9 C 1.0635(2) 0.6063(2) 0.63303(16) 0.0491(5) Uani 1 1 d . . . . .
C7 C 0.9035(2) 0.4413(2) 0.63087(16) 0.0488(5) Uani 1 1 d . . . . .
C22 C 0.4381(2) 0.4794(2) 0.86997(15) 0.0466(5) Uani 1 1 d . . . . .
C23 C 0.5764(2) 0.5159(2) 0.85459(16) 0.0494(5) Uani 1 1 d . . . . .
H23 H 0.659131 0.449097 0.837458 0.059 Uiso 1 1 calc R U . . .
C30 C 0.1975(2) 0.8197(2) 0.94749(17) 0.0463(5) Uani 1 1 d . . . . .
C8 C 1.0394(3) 0.4724(3) 0.64499(17) 0.0550(6) Uani 1 1 d . . . . .
H8 H 1.116798 0.399908 0.663204 0.066 Uiso 1 1 calc R U . . .
C3 C 0.6455(3) 0.5187(2) 0.58965(16) 0.0512(5) Uani 1 1 d . . . . .
H3 H 0.567107 0.589133 0.569717 0.061 Uiso 1 1 calc R U . . .
C13 C 0.9730(3) 0.8565(3) 0.59522(17) 0.0534(5) Uani 1 1 d . . . . .
H13 H 0.898599 0.931412 0.576180 0.064 Uiso 1 1 calc R U . . .
C18 C 0.1686(3) 0.5416(3) 0.91092(17) 0.0527(5) Uani 1 1 d . . . . .
H18 H 0.084383 0.605563 0.929949 0.063 Uiso 1 1 calc R U . . .
C28 C 0.4912(3) 0.8882(2) 0.89825(18) 0.0532(5) Uani 1 1 d . . . . .
H28 H 0.410626 0.956848 0.915945 0.064 Uiso 1 1 calc R U . . .
C10 C 1.2020(2) 0.6358(3) 0.65085(17) 0.0593(6) Uani 1 1 d . . . . .
H10 H 1.279175 0.563129 0.669166 0.071 Uiso 1 1 calc R U . . .
C25 C 0.7372(2) 0.6869(3) 0.84577(17) 0.0554(6) Uani 1 1 d . . . . .
H25 H 0.820342 0.620612 0.828619 0.067 Uiso 1 1 calc R U . . .
C21 C 0.4177(3) 0.3444(2) 0.85591(18) 0.0583(6) Uani 1 1 d . . . . .
H21 H 0.499870 0.277264 0.838277 0.070 Uiso 1 1 calc R U . . .
C6 C 0.8763(3) 0.3027(3) 0.64767(19) 0.0617(6) Uani 1 1 d . . . . .
H6 H 0.952439 0.229475 0.666795 0.074 Uiso 1 1 calc R U . . .
C4 C 0.6247(3) 0.3862(3) 0.60789(19) 0.0616(6) Uani 1 1 d . . . . .
H4 H 0.532122 0.367060 0.601724 0.074 Uiso 1 1 calc R U . . .
C12 C 1.1060(3) 0.8798(3) 0.61426(18) 0.0607(6) Uani 1 1 d . . . . .
H12 H 1.120717 0.970549 0.609342 0.073 Uiso 1 1 calc R U . . .
C27 C 0.6278(3) 0.9197(3) 0.87947(19) 0.0610(6) Uani 1 1 d . . . . .
H27 H 0.639763 1.009526 0.883995 0.073 Uiso 1 1 calc R U . . .
C26 C 0.7528(3) 0.8174(3) 0.8530(2) 0.0637(7) Uani 1 1 d . . . . .
H26 H 0.846215 0.840270 0.840555 0.076 Uiso 1 1 calc R U . . .
C11 C 1.2226(3) 0.7683(3) 0.64147(19) 0.0648(7) Uani 1 1 d . . . . .
H11 H 1.313813 0.786017 0.652964 0.078 Uiso 1 1 calc R U . . .
C19 C 0.1545(3) 0.4130(3) 0.89526(19) 0.0612(6) Uani 1 1 d . . . . .
H19 H 0.061124 0.390087 0.902540 0.073 Uiso 1 1 calc R U . . .
C20 C 0.2821(3) 0.3125(3) 0.8677(2) 0.0656(7) Uani 1 1 d . . . . .
H20 H 0.271480 0.224086 0.857752 0.079 Uiso 1 1 calc R U . . .
C5 C 0.7428(4) 0.2764(3) 0.6363(2) 0.0680(7) Uani 1 1 d . . . . .
H5 H 0.727846 0.185423 0.647222 0.082 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C15 1.681(2) . ?
S2 C30 1.664(2) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
N1 C15 1.304(3) . ?
C1 C2 1.412(3) . ?
C1 C14 1.401(3) . ?
C1 C15 1.506(3) . ?
C16 C17 1.408(3) . ?
C16 C29 1.402(3) . ?
C16 C30 1.503(3) . ?
C17 C22 1.441(3) . ?
C17 C18 1.424(3) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
N2 C30 1.316(3) . ?
C2 C7 1.441(3) . ?
C2 C3 1.421(3) . ?
C14 C9 1.440(3) . ?
C14 C13 1.415(3) . ?
C29 C24 1.442(3) . ?
C29 C28 1.422(3) . ?
C24 C23 1.386(3) . ?
C24 C25 1.427(3) . ?
C9 C8 1.376(3) . ?
C9 C10 1.424(3) . ?
C7 C8 1.394(3) . ?
C7 C6 1.431(3) . ?
C22 C23 1.387(3) . ?
C22 C21 1.429(3) . ?
C23 H23 0.9300 . ?
C8 H8 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.352(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.355(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.354(3) . ?
C28 H28 0.9300 . ?
C28 C27 1.353(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.353(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.348(4) . ?
C21 H21 0.9300 . ?
C21 C20 1.344(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.343(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.417(4) . ?
C12 H12 0.9300 . ?
C12 C11 1.414(4) . ?
C27 H27 0.9300 . ?
C27 C26 1.415(4) . ?
C26 H26 0.9300 . ?
C11 H11 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.424(4) . ?
C20 H20 0.9300 . ?
C5 H5 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1A N1 H1B 120.0 . . ?
C15 N1 H1A 120.0 . . ?
C15 N1 H1B 120.0 . . ?
C2 C1 C15 118.73(19) . . ?
C14 C1 C2 121.75(19) . . ?
C14 C1 C15 119.51(19) . . ?
C17 C16 C30 119.43(19) . . ?
C29 C16 C17 121.50(18) . . ?
C29 C16 C30 119.05(19) . . ?
C16 C17 C22 118.63(19) . . ?
C16 C17 C18 123.29(19) . . ?
C18 C17 C22 118.0(2) . . ?
H2A N2 H2B 120.0 . . ?
C30 N2 H2A 120.0 . . ?
C30 N2 H2B 120.0 . . ?
C1 C2 C7 118.5(2) . . ?
C1 C2 C3 123.68(19) . . ?
C3 C2 C7 117.8(2) . . ?
C1 C14 C9 118.6(2) . . ?
C1 C14 C13 123.43(19) . . ?
C13 C14 C9 118.0(2) . . ?
C16 C29 C24 118.8(2) . . ?
C16 C29 C28 123.38(19) . . ?
C28 C29 C24 117.8(2) . . ?
N1 C15 S1 123.89(16) . . ?
N1 C15 C1 116.16(19) . . ?
C1 C15 S1 119.94(16) . . ?
C23 C24 C29 119.4(2) . . ?
C23 C24 C25 122.1(2) . . ?
C25 C24 C29 118.5(2) . . ?
C8 C9 C14 119.6(2) . . ?
C8 C9 C10 121.5(2) . . ?
C10 C9 C14 118.9(2) . . ?
C8 C7 C2 119.0(2) . . ?
C8 C7 C6 122.6(2) . . ?
C6 C7 C2 118.4(2) . . ?
C23 C22 C17 119.5(2) . . ?
C23 C22 C21 122.1(2) . . ?
C21 C22 C17 118.4(2) . . ?
C24 C23 C22 122.11(19) . . ?
C24 C23 H23 118.9 . . ?
C22 C23 H23 118.9 . . ?
C16 C30 S2 119.82(16) . . ?
N2 C30 S2 123.81(16) . . ?
N2 C30 C16 116.37(19) . . ?
C9 C8 C7 122.6(2) . . ?
C9 C8 H8 118.7 . . ?
C7 C8 H8 118.7 . . ?
C2 C3 H3 119.2 . . ?
C4 C3 C2 121.6(2) . . ?
C4 C3 H3 119.2 . . ?
C14 C13 H13 119.4 . . ?
C12 C13 C14 121.1(2) . . ?
C12 C13 H13 119.4 . . ?
C17 C18 H18 119.3 . . ?
C19 C18 C17 121.4(2) . . ?
C19 C18 H18 119.3 . . ?
C29 C28 H28 119.3 . . ?
C27 C28 C29 121.5(2) . . ?
C27 C28 H28 119.3 . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.8(2) . . ?
C11 C10 H10 119.6 . . ?
C24 C25 H25 119.4 . . ?
C26 C25 C24 121.2(2) . . ?
C26 C25 H25 119.4 . . ?
C22 C21 H21 119.4 . . ?
C20 C21 C22 121.2(2) . . ?
C20 C21 H21 119.4 . . ?
C7 C6 H6 119.4 . . ?
C5 C6 C7 121.3(2) . . ?
C5 C6 H6 119.4 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.5(2) . . ?
C5 C4 H4 119.7 . . ?
C13 C12 H12 119.5 . . ?
C13 C12 C11 121.0(3) . . ?
C11 C12 H12 119.5 . . ?
C28 C27 H27 119.7 . . ?
C28 C27 C26 120.7(2) . . ?
C26 C27 H27 119.7 . . ?
C25 C26 C27 120.3(2) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 H26 119.8 . . ?
C10 C11 C12 120.2(2) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.3(2) . . ?
C20 C19 H19 119.8 . . ?
C21 C20 C19 120.6(2) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C6 C5 C4 120.5(2) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C7 C8 -0.4(3) . . . . ?
C1 C2 C7 C6 178.4(2) . . . . ?
C1 C2 C3 C4 -177.3(2) . . . . ?
C1 C14 C9 C8 -1.4(3) . . . . ?
C1 C14 C9 C10 179.86(19) . . . . ?
C1 C14 C13 C12 179.2(2) . . . . ?
C16 C17 C22 C23 0.0(3) . . . . ?
C16 C17 C22 C21 -178.65(19) . . . . ?
C16 C17 C18 C19 177.6(2) . . . . ?
C16 C29 C24 C23 1.6(3) . . . . ?
C16 C29 C24 C25 -179.25(19) . . . . ?
C16 C29 C28 C27 179.8(2) . . . . ?
C17 C16 C29 C24 -3.0(3) . . . . ?
C17 C16 C29 C28 177.2(2) . . . . ?
C17 C16 C30 S2 84.1(2) . . . . ?
C17 C16 C30 N2 -96.9(3) . . . . ?
C17 C22 C23 C24 -1.4(3) . . . . ?
C17 C22 C21 C20 1.0(3) . . . . ?
C17 C18 C19 C20 1.0(4) . . . . ?
C2 C1 C14 C9 2.5(3) . . . . ?
C2 C1 C14 C13 -177.0(2) . . . . ?
C2 C1 C15 S1 -81.4(2) . . . . ?
C2 C1 C15 N1 100.1(2) . . . . ?
C2 C7 C8 C9 1.5(3) . . . . ?
C2 C7 C6 C5 -0.7(3) . . . . ?
C2 C3 C4 C5 -1.3(4) . . . . ?
C14 C1 C2 C7 -1.7(3) . . . . ?
C14 C1 C2 C3 175.8(2) . . . . ?
C14 C1 C15 S1 97.6(2) . . . . ?
C14 C1 C15 N1 -80.9(3) . . . . ?
C14 C9 C8 C7 -0.6(3) . . . . ?
C14 C9 C10 C11 0.6(3) . . . . ?
C14 C13 C12 C11 1.2(4) . . . . ?
C29 C16 C17 C22 2.2(3) . . . . ?
C29 C16 C17 C18 -175.7(2) . . . . ?
C29 C16 C30 S2 -94.2(2) . . . . ?
C29 C16 C30 N2 84.8(3) . . . . ?
C29 C24 C23 C22 0.6(3) . . . . ?
C29 C24 C25 C26 -0.7(3) . . . . ?
C29 C28 C27 C26 -0.4(4) . . . . ?
C15 C1 C2 C7 177.30(19) . . . . ?
C15 C1 C2 C3 -5.2(3) . . . . ?
C15 C1 C14 C9 -176.43(19) . . . . ?
C15 C1 C14 C13 4.1(3) . . . . ?
C24 C29 C28 C27 0.0(3) . . . . ?
C24 C25 C26 C27 0.3(4) . . . . ?
C9 C14 C13 C12 -0.3(3) . . . . ?
C9 C10 C11 C12 0.4(4) . . . . ?
C7 C2 C3 C4 0.2(3) . . . . ?
C7 C6 C5 C4 -0.4(4) . . . . ?
C22 C17 C18 C19 -0.4(3) . . . . ?
C22 C21 C20 C19 -0.4(4) . . . . ?
C23 C24 C25 C26 178.5(2) . . . . ?
C23 C22 C21 C20 -177.6(2) . . . . ?
C30 C16 C17 C22 -176.00(18) . . . . ?
C30 C16 C17 C18 6.1(3) . . . . ?
C30 C16 C29 C24 175.21(18) . . . . ?
C30 C16 C29 C28 -4.5(3) . . . . ?
C8 C9 C10 C11 -178.2(2) . . . . ?
C8 C7 C6 C5 178.0(2) . . . . ?
C3 C2 C7 C8 -178.0(2) . . . . ?
C3 C2 C7 C6 0.8(3) . . . . ?
C3 C4 C5 C6 1.4(4) . . . . ?
C13 C14 C9 C8 178.2(2) . . . . ?
C13 C14 C9 C10 -0.6(3) . . . . ?
C13 C12 C11 C10 -1.3(4) . . . . ?
C18 C17 C22 C23 178.06(19) . . . . ?
C18 C17 C22 C21 -0.6(3) . . . . ?
C18 C19 C20 C21 -0.6(4) . . . . ?
C28 C29 C24 C23 -178.68(19) . . . . ?
C28 C29 C24 C25 0.5(3) . . . . ?
C28 C27 C26 C25 0.3(4) . . . . ?
C10 C9 C8 C7 178.1(2) . . . . ?
C25 C24 C23 C22 -178.5(2) . . . . ?
C21 C22 C23 C24 177.2(2) . . . . ?
C6 C7 C8 C9 -177.2(2) . . . . ?

_olex2_exptl_crystal_mounting_method 
'Crystal was mounted on a 75 um MiTeGen cryoloop.'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.839
_oxdiff_exptl_absorpt_empirical_full_min 0.454
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_AnThio_160K
_database_code_depnum_ccdc_archive 'CCDC 2347868'
loop_
_audit_author_name
_audit_author_address
'Gary George III'
;University of Missouri
United States of America
;
_audit_update_record             
;
2024-04-11 deposited with the CCDC.	2024-05-29 downloaded from the CCDC.
;
_audit_creation_date             2023-12-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H11 N S'
_chemical_formula_sum            'C15 H11 N S'
_chemical_formula_weight         237.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.17430(10)
_cell_length_b                   9.9298(2)
_cell_length_c                   13.1500(2)
_cell_angle_alpha                81.9170(10)
_cell_angle_beta                 83.2870(10)
_cell_angle_gamma                77.9370(10)
_cell_volume                     1155.11(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    25248
_cell_measurement_temperature    159.92(13)
_cell_measurement_theta_max      76.6420
_cell_measurement_theta_min      4.5760
_shelx_estimated_absorpt_T_max   0.830
_shelx_estimated_absorpt_T_min   0.533
_exptl_absorpt_coefficient_mu    2.250
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.346
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             496
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -6 -3 0.1005
0 -6 -3 0.0960
3 -4 -2 0.0860
0 6 3 0.0892
5 5 2 0.1255
0 -2 8 0.0264
1 -1 8 0.0357
-1 1 -8 0.0698
0 2 -8 0.0603
-4 3 2 0.1315
-1 6 3 0.0931
-1 -3 7 0.0494
2 -3 6 0.0469
0 -4 5 0.0469
1 5 -4 0.0815
-5 -5 -1 0.1272
3 -3 -6 0.0828
-4 2 5 0.1000
2 6 5 0.0913
6 -1 2 0.1320
0 6 -1 0.0888
-1 0 -8 0.0562
1 0 8 0.0360
0 -1 8 0.0244
-2 -3 -8 0.0863
1 -1 -8 0.0617
-2 0 8 0.0513
0 2 8 0.0357
1 2 8 0.0473
-2 -1 7 0.0479
1 1 9 0.0363
0 0 8 0.0280
-2 -1 -8 0.0764

_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.185
_exptl_crystal_size_min          0.086
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0590 -6.3205 -2.7890 0.1697 0.7116 0.6818
0.0093 -6.1460 -2.8431 0.1958 0.8198 0.5382
3.1218 -4.4178 -2.4368 0.2330 0.9724 0.0128
-0.0141 6.1448 2.8431 -0.1959 -0.8202 -0.5375
4.7420 4.8809 1.6585 -0.0148 -0.0669 -0.9977
0.0107 -1.8835 7.7293 -0.9614 0.2305 0.1500
1.2388 -0.7609 8.1542 -0.9680 0.2319 -0.0960
-1.3817 0.6225 -8.1721 0.9648 -0.2311 0.1253
-0.0989 1.8067 -7.7754 0.9638 -0.2311 -0.1327
-4.3161 3.0894 1.9693 -0.2256 -0.9423 0.2471
-0.9934 5.8048 2.8156 -0.2148 -0.8954 -0.3901
-1.3329 -2.9753 6.7318 -0.8878 0.2123 0.4082
1.6386 -3.1930 6.2458 -0.7917 0.6068 0.0706
-0.1053 -4.4389 5.2772 -0.7309 0.5598 0.3903
0.6614 5.1414 -4.1396 0.6202 -0.5872 -0.5201
-4.9545 -4.6176 -1.4463 -0.0074 0.0055 1.0000
2.8800 -2.6778 -5.9274 0.6843 0.7218 -0.1038
-3.7194 1.7009 5.4144 -0.6582 -0.6945 0.2906
2.1078 5.5328 5.2143 -0.4606 -0.4851 -0.7433
5.5016 -0.7325 2.4503 -0.2275 0.7654 -0.6019
-0.1470 6.1145 -0.8815 0.2439 -0.8231 -0.5128
-0.7146 0.4784 -8.3286 0.9898 -0.1298 0.0578
1.1556 -0.0601 8.3872 -0.9807 0.1285 -0.1474
0.0020 -1.1351 8.0964 -0.9879 0.1297 0.0854
-1.6291 -3.2438 -7.8626 0.8351 0.2483 0.4909
0.9736 -1.0936 -8.1640 0.9587 0.2844 -0.0087
-1.8607 0.2367 7.7407 -0.9412 -0.2790 0.1906
-0.4489 1.5697 8.2841 -0.9542 -0.2832 -0.0960
0.6453 2.4939 8.2432 -0.9120 -0.2709 -0.3080
-1.9452 -1.3846 7.3763 -0.9366 -0.0744 0.3424
0.8192 1.1804 8.5272 -0.9736 -0.0769 -0.2150
-0.2108 0.2409 8.4135 -0.9968 -0.0789 -0.0092
-1.8647 -1.3935 -8.3560 0.9330 -0.0237 0.3591

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0720
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            48953
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.993
_diffrn_reflns_theta_min         3.409
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      159.92(13)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -120.00 -66.00   0.50    0.11    --  -47.76-137.00 -29.00  108
  2  ω    -91.00 -17.00   0.50    0.11    --  -47.76 132.00-143.00  148
  3  ω   -120.00 -69.00   0.50    0.11    --  -47.76-132.00 147.00  102
  4  ω    -95.00 -19.00   0.50    0.11    --  -47.76 137.00  33.00  152
  5  ω     38.00  99.00   0.50    0.11    --   47.76-132.00 147.00  122
  6  ω     41.00 102.00   0.50    0.11    --   47.76-137.00 -29.00  122
  7  ω    -95.00 -19.00   0.50    0.45    --  -91.75 137.00  33.00  152
  8  ω   -158.00 -66.00   0.50    0.45    --  -91.75-137.00 -29.00  184
  9  ω   -162.00 -69.00   0.50    0.45    --  -91.75-132.00 147.00  186
 10  ω     41.00 121.00   0.50    0.45    --  107.31-137.00 -29.00  160
 11  ω     87.00 178.00   0.50    0.45    --  107.31 137.00  33.00  182
 12  ω     38.00 117.00   0.50    0.45    --  107.31-132.00 147.00  158
 13  ω     91.00 178.00   0.50    0.45    --  107.31 132.00-143.00  174
 14  ω    -58.00 -32.00   0.50    0.11    --   14.00 163.00 166.38   52
 15  ω    -21.00  14.00   0.50    0.11    --   14.00 102.00  92.17   70
 16  ω     -8.00  22.00   0.50    0.11    --   26.00 100.00 -96.70   60
 17  ω     -3.00  27.00   0.50    0.11    --   30.00  98.00 121.87   60
 18  ω      9.00  43.00   0.50    0.11    --   38.00  90.00 -58.73   68
 19  ω   -123.00 -35.00   0.50    0.11    --  -47.76 -19.00   0.00  176
 20  ω   -120.00 -25.00   0.50    0.11    --  -47.76 -77.00-120.00  190
 21  ω     35.00 123.00   0.50    0.11    --   47.76  19.00 150.00  176
 22  ω     36.00 121.00   0.50    0.11    --   47.76  38.00-180.00  170
 23  ω     28.00 122.00   0.50    0.11    --   50.00  75.00  11.80  188
 24  ω     28.00 122.00   0.50    0.11    --   50.00  76.00  86.79  188
 25  ω     27.00 122.00   0.50    0.11    --   50.00  77.00 143.55  190
 26  ω     32.00 126.00   0.50    0.11    --   54.00  76.00 -44.37  188
 27  ω     31.00 126.00   0.50    0.11    --   54.00  77.00-162.22  190
 28  ω   -131.00 -35.00   0.50    0.11    --  -58.00 -76.00  63.92  192
 29  ω     36.00 131.00   0.50    0.11    --   58.00  75.00   3.15  190
 30  ω     36.00 131.00   0.50    0.11    --   58.00  75.00-119.35  190
 31  ω     36.00 131.00   0.50    0.11    --   58.00  75.00  45.37  190
 32  ω   -135.00 -41.00   0.50    0.11    --  -62.00 -73.00 -90.91  188
 33  ω   -135.00 -40.00   0.50    0.11    --  -62.00 -74.00-135.32  190
 34  ω     40.00 135.00   0.50    0.11    --   62.00  75.00 103.30  190
 35  ω     41.00 135.00   0.50    0.11    --   62.00  74.00 -85.44  188
 36  ω     40.00 135.00   0.50    0.11    --   62.00  75.00-176.58  190
 37  ω     41.00 135.00   0.50    0.11    --   62.00  73.00 157.52  188
 38  ω   -143.00 -49.00   0.50    0.45    --  -70.00 -73.00 -60.65  188
 39  ω     48.00 143.00   0.50    0.11    --   70.00  76.00  40.70  190
 40  ω   -143.00 -53.00   0.50    0.45    --  -70.00 -61.00  29.48  180
 41  ω   -142.00 -54.00   0.50    0.45    --  -70.00 -60.00  92.77  176
 42  ω   -146.00 -52.00   0.50    0.45    --  -74.00 -74.00-101.34  188
 43  ω   -151.00 -61.00   0.50    0.45    --  -78.00 -61.00 155.50  180
 44  ω    -81.00 -56.00   0.50    0.45    --  -78.00 -75.00 -13.27   50
 45  ω    -87.00 -57.00   0.50    0.45    --  -78.00 -73.00-110.74   60
 46  ω    -82.00 -57.00   0.50    0.45    --  -78.00 -73.00   7.90   50
 47  ω    -94.00 -60.00   0.50    0.45    --  -78.00 -64.00 175.33   68
 48  ω    -89.00 -56.00   0.50    0.45    --  -78.00 -74.00 -78.34   66
 49  ω    -86.00 -57.00   0.50    0.45    --  -78.00 -73.00-132.85   58
 50  ω    -88.00 -62.00   0.50    0.45    --  -82.00 -71.00  26.96   52
 51  ω    -89.00 -63.00   0.50    0.45    --  -82.00 -73.00-132.56   52
 52  ω    -91.00 -65.00   0.50    0.45    --  -82.00 -65.00-165.29   52
 53  ω   -101.00 -72.00   0.50    0.45    --  -91.75 -74.00-160.03   58
 54  ω   -163.00-106.00   0.50    0.45    --  -91.75 -74.00-160.03  114
 55  ω   -124.00 -72.00   0.50    0.45    --  -91.75 -77.00  30.00  104
 56  ω    -96.00 -69.00   0.50    0.45    --  -91.75 -76.00  93.13   54
 57  ω   -141.00-115.00   0.50    0.45    --  -91.75 -76.00  93.13   52
 58  ω    -97.00 -70.00   0.50    0.45    --  -91.75 -75.00 173.74   54
 59  ω    -64.00 -19.00   0.50    0.45    --  -91.75  57.00  30.00   90
 60  ω   -138.00 -71.00   0.50    0.45    --  -91.75 -74.00 163.80  134
 61  ω   -109.00 -83.00   0.50    0.45    --  -91.75 -56.00 -34.51   52
 62  ω   -143.00-116.00   0.50    0.45    --  -91.75 -56.00 -34.51   54
 63  ω   -159.00 -92.00   0.50    0.45    --  -91.75 -60.00-119.80  134
 64  ω   -162.00 -83.00   0.50    0.45    --  -91.75 -64.00 -86.63  158
 65  ω    -96.00 -70.00   0.50    0.45    --  -91.75 -76.00 109.41   52
 66  ω   -163.00 -72.00   0.50    0.45    --  -91.75 -77.00   0.00  182
 67  ω    -95.00 -69.00   0.50    0.45    --  -91.75 -77.00  78.74   52
 68  ω   -162.00 -70.00   0.50    0.45    --  -91.75 -77.00 120.00  184
 69  ω    -96.00 -70.00   0.50    0.45    --  -91.75 -74.00-130.73   52
 70  ω   -140.00 -75.00   0.50    0.45    --  -91.75 -72.00-173.96  130
 71  ω   -157.00-131.00   0.50    0.45    --  -91.75 -72.00  59.65   52
 72  ω   -155.00 -74.00   0.50    0.45    --  -91.75 -66.00 146.33  162
 73  ω   -141.00 -70.00   0.50    0.45    --  -91.75 -77.00 -90.00  142
 74  ω   -157.00 -71.00   0.50    0.45    --  -91.75 -71.00 132.96  172
 75  ω   -150.00-109.00   0.50    0.45    --  -91.75 -77.00  78.74   82
 76  ω   -162.00-120.00   0.50    0.45    --  -91.75 -67.00-159.91   84
 77  ω    -95.00 -69.00   0.50    0.45    --  -91.75 -76.00 101.10   52
 78  ω   -163.00 -73.00   0.50    0.45    --  -91.75 -67.00 -37.84  180
 79  ω   -163.00-101.00   0.50    0.45    --  -91.75 -76.00 101.10  124
 80  ω   -102.00 -70.00   0.50    0.45    --  -91.75 -77.00 -43.24   64
 81  ω   -106.00 -73.00   0.50    0.45    --  -91.75 -67.00-159.91   66
 82  ω   -147.00 -70.00   0.50    0.45    --  -91.75 -75.00  14.03  154
 83  ω   -152.00 -74.00   0.50    0.45    --  -91.75 -66.00  29.98  156
 84  ω    -79.00 -54.00   0.50    0.45    --  -91.75 132.00-143.00   50
 85  ω   -100.00 -72.00   0.50    0.45    --  -91.75 -72.00  59.65   56
 86  ω     36.00  66.00   0.50    0.45    --  107.31 -57.00  90.00   60
 87  ω     81.00 106.00   0.50    0.45    --  107.31 -99.00 120.00   50
 88  ω     47.00 102.00   0.50    0.45    --  107.31 -99.00 -60.00  110
 89  ω     36.00  68.00   0.50    0.45    --  107.31 -57.00   0.00   64
 90  ω     36.00  67.00   0.50    0.45    --  107.31 -57.00  30.00   62
 91  ω     62.00 110.00   0.50    0.45    --  107.31-125.00 -90.00   96
 92  ω     50.00  97.00   0.50    0.45    --  107.31 -99.00-180.00   94
 93  ω     36.00  68.00   0.50    0.45    --  107.31 -57.00-180.00   64
 94  ω     35.00  67.00   0.50    0.45    --  107.31 -57.00 -30.00   64
 95  ω     56.00 106.00   0.50    0.45    --  107.31 -99.00-150.00  100
 96  ω     65.00 109.00   0.50    0.45    --  107.31-125.00  90.00   88
 97  ω     35.00 106.00   0.50    0.45    --  107.31 -99.00 -30.00  142
 98  ω     35.00  68.00   0.50    0.45    --  107.31 -57.00 120.00   66
 99  ω     36.00  67.00   0.50    0.45    --  107.31 -57.00 150.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0146259000
_diffrn_orient_matrix_UB_12      0.0231119000
_diffrn_orient_matrix_UB_13      -0.1187768000
_diffrn_orient_matrix_UB_21      0.1226757000
_diffrn_orient_matrix_UB_22      -0.1320304000
_diffrn_orient_matrix_UB_23      -0.0025222000
_diffrn_orient_matrix_UB_31      -0.1202717000
_diffrn_orient_matrix_UB_32      -0.0869979000
_diffrn_orient_matrix_UB_33      -0.0016222000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4226
_reflns_number_total             4592
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.014
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4592
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0508
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0626P)²+1.0163P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1343
_refine_ls_wR_factor_ref         0.1367
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C23(H23), C8(H8), C3(H3), C13(H13), C18(H18), C28(H28), C10(H10), C25(H25),
 C21(H21), C6(H6), C4(H4), C12(H12), C27(H27), C26(H26), C11(H11), C19(H19),
 C20(H20), C5(H5)
2.b X=CH2 refined with riding coordinates:
 N1(H1A,H1B), N2(H2A,H2B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.66003(6) 0.83922(6) 0.42339(5) 0.03957(17) Uani 1 1 d . . . . .
S2 S 0.14549(6) 0.81820(6) 1.07328(4) 0.03708(17) Uani 1 1 d . . . . .
N1 N 0.6131(2) 0.8812(2) 0.62008(16) 0.0425(5) Uani 1 1 d . . . . .
H1A H 0.634633 0.861769 0.683071 0.051 Uiso 1 1 calc R U . . .
H1B H 0.541526 0.948963 0.603515 0.051 Uiso 1 1 calc R U . . .
C1 C 0.8122(2) 0.6913(2) 0.58559(16) 0.0313(4) Uani 1 1 d . . . . .
C16 C 0.3316(2) 0.7168(2) 0.91071(16) 0.0298(4) Uani 1 1 d . . . . .
C17 C 0.3127(2) 0.5828(2) 0.89893(16) 0.0304(4) Uani 1 1 d . . . . .
N2 N 0.1337(2) 0.9125(2) 0.87573(16) 0.0439(5) Uani 1 1 d . . . . .
H2A H 0.167117 0.910226 0.811976 0.053 Uiso 1 1 calc R U . . .
H2B H 0.057452 0.974362 0.892756 0.053 Uiso 1 1 calc R U . . .
C2 C 0.7870(2) 0.5536(2) 0.59988(16) 0.0324(5) Uani 1 1 d . . . . .
C14 C 0.9497(2) 0.7207(2) 0.60362(17) 0.0330(5) Uani 1 1 d . . . . .
C29 C 0.4726(2) 0.7541(2) 0.89123(16) 0.0308(4) Uani 1 1 d . . . . .
C15 C 0.6892(2) 0.8077(2) 0.54959(18) 0.0334(5) Uani 1 1 d . . . . .
C24 C 0.6009(2) 0.6503(2) 0.86367(16) 0.0308(4) Uani 1 1 d . . . . .
C9 C 1.0686(2) 0.6067(2) 0.63319(17) 0.0339(5) Uani 1 1 d . . . . .
C7 C 0.9068(2) 0.4419(2) 0.63053(16) 0.0337(5) Uani 1 1 d . . . . .
C22 C 0.4420(2) 0.4811(2) 0.87022(16) 0.0313(4) Uani 1 1 d . . . . .
C23 C 0.5825(2) 0.5174(2) 0.85426(16) 0.0329(5) Uani 1 1 d . . . . .
H23 H 0.666039 0.450971 0.836894 0.039 Uiso 1 1 calc R U . . .
C30 C 0.1994(2) 0.8210(2) 0.94738(17) 0.0323(5) Uani 1 1 d . . . . .
C8 C 1.0445(2) 0.4726(2) 0.64520(18) 0.0371(5) Uani 1 1 d . . . . .
H8 H 1.122458 0.400123 0.663681 0.044 Uiso 1 1 calc R U . . .
C3 C 0.6462(2) 0.5197(2) 0.58934(16) 0.0339(5) Uani 1 1 d . . . . .
H3 H 0.567095 0.590163 0.569450 0.041 Uiso 1 1 calc R U . . .
C13 C 0.9772(3) 0.8572(3) 0.59505(18) 0.0369(5) Uani 1 1 d . . . . .
H13 H 0.902065 0.932161 0.576155 0.044 Uiso 1 1 calc R U . . .
C18 C 0.1699(2) 0.5433(2) 0.91117(17) 0.0341(5) Uani 1 1 d . . . . .
H18 H 0.084943 0.607221 0.930189 0.041 Uiso 1 1 calc R U . . .
C28 C 0.4953(3) 0.8901(2) 0.89799(18) 0.0362(5) Uani 1 1 d . . . . .
H28 H 0.413820 0.958624 0.915339 0.043 Uiso 1 1 calc R U . . .
C10 C 1.2085(2) 0.6360(3) 0.65107(17) 0.0398(5) Uani 1 1 d . . . . .
H10 H 1.286357 0.563306 0.669390 0.048 Uiso 1 1 calc R U . . .
C25 C 0.7444(2) 0.6881(3) 0.84522(17) 0.0363(5) Uani 1 1 d . . . . .
H25 H 0.828139 0.621975 0.827745 0.044 Uiso 1 1 calc R U . . .
C21 C 0.4224(3) 0.3461(2) 0.85633(18) 0.0378(5) Uani 1 1 d . . . . .
H21 H 0.505417 0.279171 0.838866 0.045 Uiso 1 1 calc R U . . .
C6 C 0.8802(3) 0.3033(2) 0.64755(18) 0.0401(5) Uani 1 1 d . . . . .
H6 H 0.957133 0.230257 0.666797 0.048 Uiso 1 1 calc R U . . .
C4 C 0.6252(3) 0.3869(3) 0.60770(19) 0.0403(5) Uani 1 1 d . . . . .
H4 H 0.531804 0.367833 0.601642 0.048 Uiso 1 1 calc R U . . .
C12 C 1.1119(3) 0.8801(3) 0.61405(18) 0.0403(5) Uani 1 1 d . . . . .
H12 H 1.127147 0.970609 0.608799 0.048 Uiso 1 1 calc R U . . .
C27 C 0.6337(3) 0.9213(3) 0.87955(19) 0.0403(5) Uani 1 1 d . . . . .
H27 H 0.645750 1.010809 0.884484 0.048 Uiso 1 1 calc R U . . .
C26 C 0.7604(3) 0.8191(3) 0.85279(19) 0.0420(6) Uani 1 1 d . . . . .
H26 H 0.854717 0.842003 0.840425 0.050 Uiso 1 1 calc R U . . .
C11 C 1.2295(3) 0.7684(3) 0.64170(18) 0.0424(6) Uani 1 1 d . . . . .
H11 H 1.321364 0.785927 0.653469 0.051 Uiso 1 1 calc R U . . .
C19 C 0.1558(3) 0.4148(3) 0.89565(18) 0.0396(5) Uani 1 1 d . . . . .
H19 H 0.061518 0.392134 0.902909 0.048 Uiso 1 1 calc R U . . .
C20 C 0.2845(3) 0.3142(3) 0.86827(19) 0.0424(5) Uani 1 1 d . . . . .
H20 H 0.273653 0.226008 0.858529 0.051 Uiso 1 1 calc R U . . .
C5 C 0.7444(3) 0.2770(3) 0.6360(2) 0.0445(6) Uani 1 1 d . . . . .
H5 H 0.729310 0.186141 0.646803 0.053 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C15 1.687(2) . ?
S2 C30 1.670(2) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
N1 C15 1.306(3) . ?
C1 C2 1.416(3) . ?
C1 C14 1.405(3) . ?
C1 C15 1.503(3) . ?
C16 C17 1.410(3) . ?
C16 C29 1.404(3) . ?
C16 C30 1.501(3) . ?
C17 C22 1.439(3) . ?
C17 C18 1.429(3) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
N2 C30 1.319(3) . ?
C2 C7 1.439(3) . ?
C2 C3 1.428(3) . ?
C14 C9 1.443(3) . ?
C14 C13 1.417(3) . ?
C29 C24 1.441(3) . ?
C29 C28 1.425(3) . ?
C24 C23 1.389(3) . ?
C24 C25 1.428(3) . ?
C9 C8 1.379(3) . ?
C9 C10 1.426(3) . ?
C7 C8 1.401(3) . ?
C7 C6 1.430(3) . ?
C22 C23 1.395(3) . ?
C22 C21 1.429(3) . ?
C23 H23 0.9300 . ?
C8 H8 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.356(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.359(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.355(3) . ?
C28 H28 0.9300 . ?
C28 C27 1.355(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.354(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.358(4) . ?
C21 H21 0.9300 . ?
C21 C20 1.353(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.354(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.417(4) . ?
C12 H12 0.9300 . ?
C12 C11 1.415(4) . ?
C27 H27 0.9300 . ?
C27 C26 1.421(4) . ?
C26 H26 0.9300 . ?
C11 H11 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.425(4) . ?
C20 H20 0.9300 . ?
C5 H5 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1A N1 H1B 120.0 . . ?
C15 N1 H1A 120.0 . . ?
C15 N1 H1B 120.0 . . ?
C2 C1 C15 118.96(19) . . ?
C14 C1 C2 121.40(19) . . ?
C14 C1 C15 119.6(2) . . ?
C17 C16 C30 119.49(19) . . ?
C29 C16 C17 121.31(19) . . ?
C29 C16 C30 119.17(19) . . ?
C16 C17 C22 118.93(19) . . ?
C16 C17 C18 123.12(19) . . ?
C18 C17 C22 117.9(2) . . ?
H2A N2 H2B 120.0 . . ?
C30 N2 H2A 120.0 . . ?
C30 N2 H2B 120.0 . . ?
C1 C2 C7 118.9(2) . . ?
C1 C2 C3 123.4(2) . . ?
C3 C2 C7 117.7(2) . . ?
C1 C14 C9 118.6(2) . . ?
C1 C14 C13 123.2(2) . . ?
C13 C14 C9 118.1(2) . . ?
C16 C29 C24 118.8(2) . . ?
C16 C29 C28 123.0(2) . . ?
C28 C29 C24 118.2(2) . . ?
N1 C15 S1 124.02(17) . . ?
N1 C15 C1 116.3(2) . . ?
C1 C15 S1 119.64(17) . . ?
C23 C24 C29 119.8(2) . . ?
C23 C24 C25 121.6(2) . . ?
C25 C24 C29 118.6(2) . . ?
C8 C9 C14 119.8(2) . . ?
C8 C9 C10 121.4(2) . . ?
C10 C9 C14 118.8(2) . . ?
C8 C7 C2 119.0(2) . . ?
C8 C7 C6 122.1(2) . . ?
C6 C7 C2 118.9(2) . . ?
C23 C22 C17 119.5(2) . . ?
C23 C22 C21 121.6(2) . . ?
C21 C22 C17 118.9(2) . . ?
C24 C23 C22 121.65(19) . . ?
C24 C23 H23 119.2 . . ?
C22 C23 H23 119.2 . . ?
C16 C30 S2 119.81(16) . . ?
N2 C30 S2 123.79(17) . . ?
N2 C30 C16 116.4(2) . . ?
C9 C8 C7 122.3(2) . . ?
C9 C8 H8 118.9 . . ?
C7 C8 H8 118.8 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.4(2) . . ?
C4 C3 H3 119.3 . . ?
C14 C13 H13 119.5 . . ?
C12 C13 C14 120.9(2) . . ?
C12 C13 H13 119.5 . . ?
C17 C18 H18 119.3 . . ?
C19 C18 C17 121.3(2) . . ?
C19 C18 H18 119.3 . . ?
C29 C28 H28 119.4 . . ?
C27 C28 C29 121.1(2) . . ?
C27 C28 H28 119.4 . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.8(2) . . ?
C11 C10 H10 119.6 . . ?
C24 C25 H25 119.5 . . ?
C26 C25 C24 121.0(2) . . ?
C26 C25 H25 119.5 . . ?
C22 C21 H21 119.6 . . ?
C20 C21 C22 120.8(2) . . ?
C20 C21 H21 119.6 . . ?
C7 C6 H6 119.6 . . ?
C5 C6 C7 120.9(2) . . ?
C5 C6 H6 119.6 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.6(2) . . ?
C5 C4 H4 119.7 . . ?
C13 C12 H12 119.5 . . ?
C13 C12 C11 121.1(2) . . ?
C11 C12 H12 119.5 . . ?
C28 C27 H27 119.6 . . ?
C28 C27 C26 120.8(2) . . ?
C26 C27 H27 119.6 . . ?
C25 C26 C27 120.2(2) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C10 C11 C12 120.2(2) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.5(2) . . ?
C20 C19 H19 119.8 . . ?
C21 C20 C19 120.5(2) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C6 C5 C4 120.5(2) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C7 C8 0.0(3) . . . . ?
C1 C2 C7 C6 178.4(2) . . . . ?
C1 C2 C3 C4 -177.4(2) . . . . ?
C1 C14 C9 C8 -1.4(3) . . . . ?
C1 C14 C9 C10 179.7(2) . . . . ?
C1 C14 C13 C12 179.5(2) . . . . ?
C16 C17 C22 C23 -0.3(3) . . . . ?
C16 C17 C22 C21 -178.80(19) . . . . ?
C16 C17 C18 C19 177.6(2) . . . . ?
C16 C29 C24 C23 1.7(3) . . . . ?
C16 C29 C24 C25 -179.20(19) . . . . ?
C16 C29 C28 C27 179.3(2) . . . . ?
C17 C16 C29 C24 -3.1(3) . . . . ?
C17 C16 C29 C28 177.3(2) . . . . ?
C17 C16 C30 S2 82.0(2) . . . . ?
C17 C16 C30 N2 -99.1(3) . . . . ?
C17 C22 C23 C24 -1.1(3) . . . . ?
C17 C22 C21 C20 1.0(3) . . . . ?
C17 C18 C19 C20 1.1(4) . . . . ?
C2 C1 C14 C9 2.6(3) . . . . ?
C2 C1 C14 C13 -176.9(2) . . . . ?
C2 C1 C15 S1 -79.8(2) . . . . ?
C2 C1 C15 N1 101.9(2) . . . . ?
C2 C7 C8 C9 1.3(3) . . . . ?
C2 C7 C6 C5 -0.6(3) . . . . ?
C2 C3 C4 C5 -1.3(4) . . . . ?
C14 C1 C2 C7 -1.9(3) . . . . ?
C14 C1 C2 C3 175.6(2) . . . . ?
C14 C1 C15 S1 99.7(2) . . . . ?
C14 C1 C15 N1 -78.5(3) . . . . ?
C14 C9 C8 C7 -0.6(3) . . . . ?
C14 C9 C10 C11 0.7(3) . . . . ?
C14 C13 C12 C11 0.8(4) . . . . ?
C29 C16 C17 C22 2.4(3) . . . . ?
C29 C16 C17 C18 -175.7(2) . . . . ?
C29 C16 C30 S2 -96.4(2) . . . . ?
C29 C16 C30 N2 82.4(3) . . . . ?
C29 C24 C23 C22 0.4(3) . . . . ?
C29 C24 C25 C26 -0.4(3) . . . . ?
C29 C28 C27 C26 0.1(4) . . . . ?
C15 C1 C2 C7 177.7(2) . . . . ?
C15 C1 C2 C3 -4.9(3) . . . . ?
C15 C1 C14 C9 -177.0(2) . . . . ?
C15 C1 C14 C13 3.6(3) . . . . ?
C24 C29 C28 C27 -0.3(3) . . . . ?
C24 C25 C26 C27 0.1(4) . . . . ?
C9 C14 C13 C12 0.1(3) . . . . ?
C9 C10 C11 C12 0.1(4) . . . . ?
C7 C2 C3 C4 0.1(3) . . . . ?
C7 C6 C5 C4 -0.6(4) . . . . ?
C22 C17 C18 C19 -0.5(3) . . . . ?
C22 C21 C20 C19 -0.4(4) . . . . ?
C23 C24 C25 C26 178.8(2) . . . . ?
C23 C22 C21 C20 -177.4(2) . . . . ?
C30 C16 C17 C22 -175.99(19) . . . . ?
C30 C16 C17 C18 5.9(3) . . . . ?
C30 C16 C29 C24 175.32(19) . . . . ?
C30 C16 C29 C28 -4.3(3) . . . . ?
C8 C9 C10 C11 -178.2(2) . . . . ?
C8 C7 C6 C5 177.8(2) . . . . ?
C3 C2 C7 C8 -177.7(2) . . . . ?
C3 C2 C7 C6 0.8(3) . . . . ?
C3 C4 C5 C6 1.5(4) . . . . ?
C13 C14 C9 C8 178.1(2) . . . . ?
C13 C14 C9 C10 -0.8(3) . . . . ?
C13 C12 C11 C10 -0.9(4) . . . . ?
C18 C17 C22 C23 177.89(19) . . . . ?
C18 C17 C22 C21 -0.6(3) . . . . ?
C18 C19 C20 C21 -0.7(4) . . . . ?
C28 C29 C24 C23 -178.7(2) . . . . ?
C28 C29 C24 C25 0.5(3) . . . . ?
C28 C27 C26 C25 0.1(4) . . . . ?
C10 C9 C8 C7 178.4(2) . . . . ?
C25 C24 C23 C22 -178.7(2) . . . . ?
C21 C22 C23 C24 177.3(2) . . . . ?
C6 C7 C8 C9 -177.1(2) . . . . ?

_olex2_exptl_crystal_mounting_method 
'Crystal was mounted on a 75 um MiTeGen cryoloop.'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.369
_oxdiff_exptl_absorpt_empirical_full_min 0.470

# END of CIF #


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_AnThio_180K
_database_code_depnum_ccdc_archive 'CCDC 2347867'
loop_
_audit_author_name
_audit_author_address
'Gary George III'
;University of Missouri
United States of America
;
_audit_update_record             
;
2024-04-11 deposited with the CCDC.	2024-05-29 downloaded from the CCDC.
;
_audit_creation_date             2023-12-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H11 N S'
_chemical_formula_sum            'C15 H11 N S'
_chemical_formula_weight         237.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.18680(10)
_cell_length_b                   9.92770(10)
_cell_length_c                   13.1688(2)
_cell_angle_alpha                81.9520(10)
_cell_angle_beta                 83.3050(10)
_cell_angle_gamma                77.9300(10)
_cell_volume                     1158.19(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    24546
_cell_measurement_temperature    179.94(10)
_cell_measurement_theta_max      75.6680
_cell_measurement_theta_min      4.5810
_shelx_estimated_absorpt_T_max   0.830
_shelx_estimated_absorpt_T_min   0.534
_exptl_absorpt_coefficient_mu    2.244
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.348
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             496
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -6 -3 0.1005
0 -6 -3 0.0960
3 -4 -2 0.0860
0 6 3 0.0892
5 5 2 0.1255
0 -2 8 0.0264
1 -1 8 0.0357
-1 1 -8 0.0698
0 2 -8 0.0603
-4 3 2 0.1315
-1 6 3 0.0931
-1 -3 7 0.0494
2 -3 6 0.0469
0 -4 5 0.0469
1 5 -4 0.0815
-5 -5 -1 0.1272
3 -3 -6 0.0828
-4 2 5 0.1000
2 6 5 0.0913
6 -1 2 0.1320
0 6 -1 0.0888
-1 0 -8 0.0562
1 0 8 0.0360
0 -1 8 0.0244
-2 -3 -8 0.0863
1 -1 -8 0.0617
-2 0 8 0.0513
0 2 8 0.0357
1 2 8 0.0473
-2 -1 7 0.0479
1 1 9 0.0363
0 0 8 0.0280

_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.185
_exptl_crystal_size_min          0.086
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0643 -6.3201 -2.7836 0.1697 0.7116 0.6818
0.0051 -6.1457 -2.8426 0.1958 0.8198 0.5382
3.1213 -4.4178 -2.4505 0.2330 0.9724 0.0128
-0.0099 6.1444 2.8427 -0.1959 -0.8202 -0.5375
4.7493 4.8801 1.6366 -0.0148 -0.0669 -0.9977
0.0266 -1.8789 7.7455 -0.9614 0.2305 0.1500
1.2566 -0.7564 8.1649 -0.9680 0.2319 -0.0960
-1.3997 0.6181 -8.1821 0.9648 -0.2311 0.1253
-0.1150 1.8021 -7.7913 0.9638 -0.2311 -0.1327
-4.3176 3.0896 1.9887 -0.2256 -0.9423 0.2471
-0.9902 5.8046 2.8196 -0.2148 -0.8954 -0.3901
-1.3202 -2.9708 6.7530 -0.8878 0.2123 0.4082
1.6535 -3.1888 6.2535 -0.7917 0.6068 0.0706
-0.0939 -4.4348 5.2918 -0.7309 0.5598 0.3903
0.6527 5.1376 -4.1551 0.6202 -0.5872 -0.5201
-4.9617 -4.6169 -1.4233 -0.0074 0.0055 1.0000
2.8719 -2.6802 -5.9483 0.6843 0.7218 -0.1038
-3.7130 1.7033 5.4390 -0.6582 -0.6945 0.2906
2.1192 5.5339 5.2098 -0.4606 -0.4851 -0.7433
5.5126 -0.7311 2.4320 -0.2275 0.7654 -0.6019
-0.1504 6.1123 -0.8883 0.2439 -0.8231 -0.5128
-0.7321 0.4739 -8.3416 0.9898 -0.1298 0.0578
1.1736 -0.0557 8.3981 -0.9807 0.1285 -0.1474
0.0184 -1.1305 8.1127 -0.9879 0.1297 0.0854
-1.6458 -3.2470 -7.8673 0.8351 0.2483 0.4909
0.9586 -1.0976 -8.1825 0.9587 0.2844 -0.0087
-1.8474 0.2407 7.7630 -0.9412 -0.2790 0.1906
-0.4332 1.5736 8.3000 -0.9542 -0.2832 -0.0960
0.6619 2.4975 8.2535 -0.9120 -0.2709 -0.3080
-1.9323 -1.3803 7.3998 -0.9366 -0.0744 0.3424
0.8368 1.1845 8.5386 -0.9736 -0.0769 -0.2150
-0.1943 0.2452 8.4299 -0.9968 -0.0789 -0.0092

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0717
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            48584
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.045
_diffrn_reflns_theta_min         3.403
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      179.94(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -120.00 -66.00   0.50    0.11    --  -47.76-137.00 -29.00  108
  2  ω    -91.00 -17.00   0.50    0.11    --  -47.76 132.00-143.00  148
  3  ω   -120.00 -69.00   0.50    0.11    --  -47.76-132.00 147.00  102
  4  ω    -95.00 -19.00   0.50    0.11    --  -47.76 137.00  33.00  152
  5  ω     38.00  99.00   0.50    0.11    --   47.76-132.00 147.00  122
  6  ω     41.00 102.00   0.50    0.11    --   47.76-137.00 -29.00  122
  7  ω    -95.00 -19.00   0.50    0.45    --  -91.75 137.00  33.00  152
  8  ω   -158.00 -66.00   0.50    0.45    --  -91.75-137.00 -29.00  184
  9  ω   -162.00 -69.00   0.50    0.45    --  -91.75-132.00 147.00  186
 10  ω     41.00 121.00   0.50    0.45    --  107.31-137.00 -29.00  160
 11  ω     87.00 178.00   0.50    0.45    --  107.31 137.00  33.00  182
 12  ω     38.00 117.00   0.50    0.45    --  107.31-132.00 147.00  158
 13  ω     91.00 178.00   0.50    0.45    --  107.31 132.00-143.00  174
 14  ω    -58.00 -32.00   0.50    0.11    --   14.00 163.00 166.38   52
 15  ω    -21.00  14.00   0.50    0.11    --   14.00 102.00  92.17   70
 16  ω     -8.00  22.00   0.50    0.11    --   26.00 100.00 -96.70   60
 17  ω     -3.00  27.00   0.50    0.11    --   30.00  98.00 121.87   60
 18  ω      9.00  43.00   0.50    0.11    --   38.00  90.00 -58.73   68
 19  ω   -123.00 -35.00   0.50    0.11    --  -47.76 -19.00   0.00  176
 20  ω   -120.00 -25.00   0.50    0.11    --  -47.76 -77.00-120.00  190
 21  ω     35.00 123.00   0.50    0.11    --   47.76  19.00 150.00  176
 22  ω     36.00 121.00   0.50    0.11    --   47.76  38.00-180.00  170
 23  ω     28.00 122.00   0.50    0.11    --   50.00  75.00  11.80  188
 24  ω     28.00 122.00   0.50    0.11    --   50.00  76.00  86.79  188
 25  ω     27.00 122.00   0.50    0.11    --   50.00  77.00 143.55  190
 26  ω     32.00 126.00   0.50    0.11    --   54.00  76.00 -44.37  188
 27  ω     31.00 126.00   0.50    0.11    --   54.00  77.00-162.22  190
 28  ω   -131.00 -35.00   0.50    0.11    --  -58.00 -76.00  63.92  192
 29  ω     36.00 131.00   0.50    0.11    --   58.00  75.00   3.15  190
 30  ω     36.00 131.00   0.50    0.11    --   58.00  75.00-119.35  190
 31  ω     36.00 131.00   0.50    0.11    --   58.00  75.00  45.37  190
 32  ω   -135.00 -41.00   0.50    0.11    --  -62.00 -73.00 -90.91  188
 33  ω   -135.00 -40.00   0.50    0.11    --  -62.00 -74.00-135.32  190
 34  ω     40.00 135.00   0.50    0.11    --   62.00  75.00 103.30  190
 35  ω     41.00 135.00   0.50    0.11    --   62.00  74.00 -85.44  188
 36  ω     40.00 135.00   0.50    0.11    --   62.00  75.00-176.58  190
 37  ω     41.00 135.00   0.50    0.11    --   62.00  73.00 157.52  188
 38  ω   -143.00 -49.00   0.50    0.45    --  -70.00 -73.00 -60.65  188
 39  ω     48.00 143.00   0.50    0.11    --   70.00  76.00  40.70  190
 40  ω   -143.00 -53.00   0.50    0.45    --  -70.00 -61.00  29.48  180
 41  ω   -142.00 -54.00   0.50    0.45    --  -70.00 -60.00  92.77  176
 42  ω   -146.00 -52.00   0.50    0.45    --  -74.00 -74.00-101.34  188
 43  ω   -151.00 -61.00   0.50    0.45    --  -78.00 -61.00 155.50  180
 44  ω    -81.00 -56.00   0.50    0.45    --  -78.00 -75.00 -13.27   50
 45  ω    -87.00 -57.00   0.50    0.45    --  -78.00 -73.00-110.74   60
 46  ω    -82.00 -57.00   0.50    0.45    --  -78.00 -73.00   7.90   50
 47  ω    -94.00 -60.00   0.50    0.45    --  -78.00 -64.00 175.33   68
 48  ω    -89.00 -56.00   0.50    0.45    --  -78.00 -74.00 -78.34   66
 49  ω    -86.00 -57.00   0.50    0.45    --  -78.00 -73.00-132.85   58
 50  ω    -88.00 -62.00   0.50    0.45    --  -82.00 -71.00  26.96   52
 51  ω    -89.00 -63.00   0.50    0.45    --  -82.00 -73.00-132.56   52
 52  ω    -91.00 -65.00   0.50    0.45    --  -82.00 -65.00-165.29   52
 53  ω   -101.00 -72.00   0.50    0.45    --  -91.75 -74.00-160.03   58
 54  ω   -163.00-106.00   0.50    0.45    --  -91.75 -74.00-160.03  114
 55  ω   -124.00 -72.00   0.50    0.45    --  -91.75 -77.00  30.00  104
 56  ω    -96.00 -69.00   0.50    0.45    --  -91.75 -76.00  93.13   54
 57  ω   -141.00-115.00   0.50    0.45    --  -91.75 -76.00  93.13   52
 58  ω    -97.00 -70.00   0.50    0.45    --  -91.75 -75.00 173.74   54
 59  ω    -64.00 -19.00   0.50    0.45    --  -91.75  57.00  30.00   90
 60  ω   -138.00 -71.00   0.50    0.45    --  -91.75 -74.00 163.80  134
 61  ω   -109.00 -83.00   0.50    0.45    --  -91.75 -56.00 -34.51   52
 62  ω   -143.00-116.00   0.50    0.45    --  -91.75 -56.00 -34.51   54
 63  ω   -159.00 -92.00   0.50    0.45    --  -91.75 -60.00-119.80  134
 64  ω   -162.00 -83.00   0.50    0.45    --  -91.75 -64.00 -86.63  158
 65  ω    -96.00 -70.00   0.50    0.45    --  -91.75 -76.00 109.41   52
 66  ω   -163.00 -72.00   0.50    0.45    --  -91.75 -77.00   0.00  182
 67  ω    -95.00 -69.00   0.50    0.45    --  -91.75 -77.00  78.74   52
 68  ω   -162.00 -70.00   0.50    0.45    --  -91.75 -77.00 120.00  184
 69  ω    -96.00 -70.00   0.50    0.45    --  -91.75 -74.00-130.73   52
 70  ω   -140.00 -75.00   0.50    0.45    --  -91.75 -72.00-173.96  130
 71  ω   -157.00-131.00   0.50    0.45    --  -91.75 -72.00  59.65   52
 72  ω   -155.00 -74.00   0.50    0.45    --  -91.75 -66.00 146.33  162
 73  ω   -141.00 -70.00   0.50    0.45    --  -91.75 -77.00 -90.00  142
 74  ω   -157.00 -71.00   0.50    0.45    --  -91.75 -71.00 132.96  172
 75  ω   -150.00-109.00   0.50    0.45    --  -91.75 -77.00  78.74   82
 76  ω   -162.00-120.00   0.50    0.45    --  -91.75 -67.00-159.91   84
 77  ω    -95.00 -69.00   0.50    0.45    --  -91.75 -76.00 101.10   52
 78  ω   -163.00 -73.00   0.50    0.45    --  -91.75 -67.00 -37.84  180
 79  ω   -163.00-101.00   0.50    0.45    --  -91.75 -76.00 101.10  124
 80  ω   -102.00 -70.00   0.50    0.45    --  -91.75 -77.00 -43.24   64
 81  ω   -106.00 -73.00   0.50    0.45    --  -91.75 -67.00-159.91   66
 82  ω   -147.00 -70.00   0.50    0.45    --  -91.75 -75.00  14.03  154
 83  ω   -152.00 -74.00   0.50    0.45    --  -91.75 -66.00  29.98  156
 84  ω    -79.00 -54.00   0.50    0.45    --  -91.75 132.00-143.00   50
 85  ω   -100.00 -72.00   0.50    0.45    --  -91.75 -72.00  59.65   56
 86  ω     36.00  66.00   0.50    0.45    --  107.31 -57.00  90.00   60
 87  ω     81.00 106.00   0.50    0.45    --  107.31 -99.00 120.00   50
 88  ω     47.00 102.00   0.50    0.45    --  107.31 -99.00 -60.00  110
 89  ω     36.00  68.00   0.50    0.45    --  107.31 -57.00   0.00   64
 90  ω     36.00  67.00   0.50    0.45    --  107.31 -57.00  30.00   62
 91  ω     62.00 110.00   0.50    0.45    --  107.31-125.00 -90.00   96
 92  ω     50.00  97.00   0.50    0.45    --  107.31 -99.00-180.00   94
 93  ω     36.00  68.00   0.50    0.45    --  107.31 -57.00-180.00   64
 94  ω     35.00  67.00   0.50    0.45    --  107.31 -57.00 -30.00   64
 95  ω     56.00 106.00   0.50    0.45    --  107.31 -99.00-150.00  100
 96  ω     65.00 109.00   0.50    0.45    --  107.31-125.00  90.00   88
 97  ω     35.00 106.00   0.50    0.45    --  107.31 -99.00 -30.00  142
 98  ω     35.00  68.00   0.50    0.45    --  107.31 -57.00 120.00   66
 99  ω     36.00  67.00   0.50    0.45    --  107.31 -57.00 150.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0141017000
_diffrn_orient_matrix_UB_12      0.0230092000
_diffrn_orient_matrix_UB_13      -0.1185943000
_diffrn_orient_matrix_UB_21      0.1225273000
_diffrn_orient_matrix_UB_22      -0.1320438000
_diffrn_orient_matrix_UB_23      -0.0026921000
_diffrn_orient_matrix_UB_31      -0.1201507000
_diffrn_orient_matrix_UB_32      -0.0870531000
_diffrn_orient_matrix_UB_33      -0.0013343000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4227
_reflns_number_total             4602
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.981
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4602
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0516
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0640P)²+0.9406P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1371
_refine_ls_wR_factor_ref         0.1399
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C23(H23), C8(H8), C3(H3), C13(H13), C18(H18), C28(H28), C10(H10), C25(H25),
 C21(H21), C6(H6), C4(H4), C12(H12), C27(H27), C26(H26), C11(H11), C19(H19),
 C20(H20), C5(H5)
2.b X=CH2 refined with riding coordinates:
 N1(H1A,H1B), N2(H2A,H2B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.66040(7) 0.83936(6) 0.42353(5) 0.04257(18) Uani 1 1 d . . . . .
S2 S 0.14604(6) 0.81862(6) 1.07312(4) 0.04004(17) Uani 1 1 d . . . . .
N1 N 0.6124(2) 0.8805(2) 0.61998(16) 0.0457(5) Uani 1 1 d . . . . .
H1A H 0.633441 0.860843 0.682962 0.055 Uiso 1 1 calc R U . . .
H1B H 0.540916 0.948349 0.603405 0.055 Uiso 1 1 calc R U . . .
C1 C 0.8119(2) 0.6909(2) 0.58572(17) 0.0337(5) Uani 1 1 d . . . . .
C16 C 0.3310(2) 0.7167(2) 0.91081(16) 0.0322(4) Uani 1 1 d . . . . .
C17 C 0.3122(2) 0.5823(2) 0.89896(16) 0.0324(4) Uani 1 1 d . . . . .
N2 N 0.1328(2) 0.9116(2) 0.87589(16) 0.0479(5) Uani 1 1 d . . . . .
H2A H 0.165703 0.908895 0.812187 0.057 Uiso 1 1 calc R U . . .
H2B H 0.056656 0.973463 0.892923 0.057 Uiso 1 1 calc R U . . .
C2 C 0.7864(2) 0.5534(2) 0.59994(16) 0.0344(5) Uani 1 1 d . . . . .
C14 C 0.9490(2) 0.7205(2) 0.60352(17) 0.0354(5) Uani 1 1 d . . . . .
C29 C 0.4719(2) 0.7538(2) 0.89125(16) 0.0329(5) Uani 1 1 d . . . . .
C15 C 0.6889(2) 0.8076(2) 0.54959(19) 0.0358(5) Uani 1 1 d . . . . .
C24 C 0.6000(2) 0.6499(2) 0.86381(16) 0.0331(5) Uani 1 1 d . . . . .
C9 C 1.0677(2) 0.6066(3) 0.63318(17) 0.0365(5) Uani 1 1 d . . . . .
C7 C 0.9063(3) 0.4418(2) 0.63057(17) 0.0361(5) Uani 1 1 d . . . . .
C22 C 0.4414(2) 0.4809(2) 0.87025(16) 0.0337(5) Uani 1 1 d . . . . .
C23 C 0.5815(2) 0.5173(2) 0.85438(17) 0.0356(5) Uani 1 1 d . . . . .
H23 H 0.664862 0.450829 0.836991 0.043 Uiso 1 1 calc R U . . .
C30 C 0.1991(2) 0.8209(2) 0.94738(18) 0.0347(5) Uani 1 1 d . . . . .
C8 C 1.0437(3) 0.4726(3) 0.64510(18) 0.0402(5) Uani 1 1 d . . . . .
H8 H 1.121592 0.400094 0.663464 0.048 Uiso 1 1 calc R U . . .
C3 C 0.6460(3) 0.5197(2) 0.58937(17) 0.0372(5) Uani 1 1 d . . . . .
H3 H 0.567073 0.590136 0.569425 0.045 Uiso 1 1 calc R U . . .
C13 C 0.9766(3) 0.8571(3) 0.59507(18) 0.0394(5) Uani 1 1 d . . . . .
H13 H 0.901587 0.932176 0.576249 0.047 Uiso 1 1 calc R U . . .
C18 C 0.1695(3) 0.5432(2) 0.91119(17) 0.0372(5) Uani 1 1 d . . . . .
H18 H 0.084686 0.607148 0.930202 0.045 Uiso 1 1 calc R U . . .
C28 C 0.4946(3) 0.8897(2) 0.89815(18) 0.0387(5) Uani 1 1 d . . . . .
H28 H 0.413267 0.958146 0.915790 0.046 Uiso 1 1 calc R U . . .
C10 C 1.2073(2) 0.6360(3) 0.65097(18) 0.0431(6) Uani 1 1 d . . . . .
H10 H 1.285020 0.563262 0.669145 0.052 Uiso 1 1 calc R U . . .
C25 C 0.7432(2) 0.6879(3) 0.84525(17) 0.0396(5) Uani 1 1 d . . . . .
H25 H 0.826903 0.621823 0.827694 0.047 Uiso 1 1 calc R U . . .
C21 C 0.4216(3) 0.3456(2) 0.85633(18) 0.0418(5) Uani 1 1 d . . . . .
H21 H 0.504471 0.278602 0.838923 0.050 Uiso 1 1 calc R U . . .
C6 C 0.8797(3) 0.3032(3) 0.64766(19) 0.0438(6) Uani 1 1 d . . . . .
H6 H 0.956567 0.230199 0.667020 0.053 Uiso 1 1 calc R U . . .
C4 C 0.6251(3) 0.3869(3) 0.60782(19) 0.0436(6) Uani 1 1 d . . . . .
H4 H 0.531796 0.367820 0.601889 0.052 Uiso 1 1 calc R U . . .
C12 C 1.1110(3) 0.8799(3) 0.61406(18) 0.0439(6) Uani 1 1 d . . . . .
H12 H 1.126191 0.970478 0.608763 0.053 Uiso 1 1 calc R U . . .
C27 C 0.6327(3) 0.9211(3) 0.87942(19) 0.0436(5) Uani 1 1 d . . . . .
H27 H 0.644837 1.010617 0.884076 0.052 Uiso 1 1 calc R U . . .
C26 C 0.7590(3) 0.8187(3) 0.85283(19) 0.0455(6) Uani 1 1 d . . . . .
H26 H 0.853148 0.841572 0.840521 0.055 Uiso 1 1 calc R U . . .
C11 C 1.2284(3) 0.7682(3) 0.64183(19) 0.0463(6) Uani 1 1 d . . . . .
H11 H 1.320176 0.785701 0.653779 0.056 Uiso 1 1 calc R U . . .
C19 C 0.1556(3) 0.4146(3) 0.89559(19) 0.0433(5) Uani 1 1 d . . . . .
H19 H 0.061419 0.391849 0.902838 0.052 Uiso 1 1 calc R U . . .
C20 C 0.2840(3) 0.3140(3) 0.8682(2) 0.0466(6) Uani 1 1 d . . . . .
H20 H 0.273138 0.225805 0.858323 0.056 Uiso 1 1 calc R U . . .
C5 C 0.7443(3) 0.2768(3) 0.6361(2) 0.0482(6) Uani 1 1 d . . . . .
H5 H 0.729296 0.185926 0.646688 0.058 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C15 1.687(2) . ?
S2 C30 1.669(2) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
N1 C15 1.304(3) . ?
C1 C2 1.416(3) . ?
C1 C14 1.403(3) . ?
C1 C15 1.506(3) . ?
C16 C17 1.412(3) . ?
C16 C29 1.404(3) . ?
C16 C30 1.500(3) . ?
C17 C22 1.438(3) . ?
C17 C18 1.428(3) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
N2 C30 1.317(3) . ?
C2 C7 1.439(3) . ?
C2 C3 1.426(3) . ?
C14 C9 1.442(3) . ?
C14 C13 1.419(3) . ?
C29 C24 1.441(3) . ?
C29 C28 1.424(3) . ?
C24 C23 1.386(3) . ?
C24 C25 1.428(3) . ?
C9 C8 1.378(3) . ?
C9 C10 1.424(3) . ?
C7 C8 1.399(3) . ?
C7 C6 1.430(3) . ?
C22 C23 1.393(3) . ?
C22 C21 1.432(3) . ?
C23 H23 0.9300 . ?
C8 H8 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.356(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.357(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.355(3) . ?
C28 H28 0.9300 . ?
C28 C27 1.356(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.353(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.355(4) . ?
C21 H21 0.9300 . ?
C21 C20 1.351(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.353(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.419(4) . ?
C12 H12 0.9300 . ?
C12 C11 1.416(4) . ?
C27 H27 0.9300 . ?
C27 C26 1.418(4) . ?
C26 H26 0.9300 . ?
C11 H11 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.425(4) . ?
C20 H20 0.9300 . ?
C5 H5 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1A N1 H1B 120.0 . . ?
C15 N1 H1A 120.0 . . ?
C15 N1 H1B 120.0 . . ?
C2 C1 C15 118.88(19) . . ?
C14 C1 C2 121.6(2) . . ?
C14 C1 C15 119.5(2) . . ?
C17 C16 C30 119.56(19) . . ?
C29 C16 C17 121.22(19) . . ?
C29 C16 C30 119.20(19) . . ?
C16 C17 C22 118.9(2) . . ?
C16 C17 C18 123.0(2) . . ?
C18 C17 C22 118.1(2) . . ?
H2A N2 H2B 120.0 . . ?
C30 N2 H2A 120.0 . . ?
C30 N2 H2B 120.0 . . ?
C1 C2 C7 118.6(2) . . ?
C1 C2 C3 123.4(2) . . ?
C3 C2 C7 117.9(2) . . ?
C1 C14 C9 118.6(2) . . ?
C1 C14 C13 123.3(2) . . ?
C13 C14 C9 118.0(2) . . ?
C16 C29 C24 118.8(2) . . ?
C16 C29 C28 123.0(2) . . ?
C28 C29 C24 118.2(2) . . ?
N1 C15 S1 124.04(17) . . ?
N1 C15 C1 116.3(2) . . ?
C1 C15 S1 119.66(17) . . ?
C23 C24 C29 119.7(2) . . ?
C23 C24 C25 121.7(2) . . ?
C25 C24 C29 118.6(2) . . ?
C8 C9 C14 119.7(2) . . ?
C8 C9 C10 121.5(2) . . ?
C10 C9 C14 118.8(2) . . ?
C8 C7 C2 119.0(2) . . ?
C8 C7 C6 122.2(2) . . ?
C6 C7 C2 118.8(2) . . ?
C23 C22 C17 119.5(2) . . ?
C23 C22 C21 121.7(2) . . ?
C21 C22 C17 118.7(2) . . ?
C24 C23 C22 121.8(2) . . ?
C24 C23 H23 119.1 . . ?
C22 C23 H23 119.1 . . ?
C16 C30 S2 119.74(16) . . ?
N2 C30 S2 123.82(17) . . ?
N2 C30 C16 116.4(2) . . ?
C9 C8 C7 122.4(2) . . ?
C9 C8 H8 118.8 . . ?
C7 C8 H8 118.8 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.3(2) . . ?
C4 C3 H3 119.3 . . ?
C14 C13 H13 119.5 . . ?
C12 C13 C14 120.9(2) . . ?
C12 C13 H13 119.5 . . ?
C17 C18 H18 119.4 . . ?
C19 C18 C17 121.2(2) . . ?
C19 C18 H18 119.4 . . ?
C29 C28 H28 119.4 . . ?
C27 C28 C29 121.1(2) . . ?
C27 C28 H28 119.4 . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 121.0(2) . . ?
C11 C10 H10 119.5 . . ?
C24 C25 H25 119.5 . . ?
C26 C25 C24 121.0(2) . . ?
C26 C25 H25 119.5 . . ?
C22 C21 H21 119.6 . . ?
C20 C21 C22 120.8(2) . . ?
C20 C21 H21 119.6 . . ?
C7 C6 H6 119.5 . . ?
C5 C6 C7 120.9(2) . . ?
C5 C6 H6 119.5 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.6(2) . . ?
C5 C4 H4 119.7 . . ?
C13 C12 H12 119.4 . . ?
C13 C12 C11 121.1(3) . . ?
C11 C12 H12 119.4 . . ?
C28 C27 H27 119.6 . . ?
C28 C27 C26 120.7(2) . . ?
C26 C27 H27 119.6 . . ?
C25 C26 C27 120.4(2) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 H26 119.8 . . ?
C10 C11 C12 120.0(2) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C18 C19 H19 119.7 . . ?
C18 C19 C20 120.5(2) . . ?
C20 C19 H19 119.7 . . ?
C21 C20 C19 120.6(2) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C6 C5 C4 120.4(2) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C7 C8 -0.1(3) . . . . ?
C1 C2 C7 C6 178.3(2) . . . . ?
C1 C2 C3 C4 -177.3(2) . . . . ?
C1 C14 C9 C8 -1.1(3) . . . . ?
C1 C14 C9 C10 179.8(2) . . . . ?
C1 C14 C13 C12 179.4(2) . . . . ?
C16 C17 C22 C23 -0.3(3) . . . . ?
C16 C17 C22 C21 -178.79(19) . . . . ?
C16 C17 C18 C19 177.6(2) . . . . ?
C16 C29 C24 C23 1.8(3) . . . . ?
C16 C29 C24 C25 -179.25(19) . . . . ?
C16 C29 C28 C27 179.5(2) . . . . ?
C17 C16 C29 C24 -3.2(3) . . . . ?
C17 C16 C29 C28 177.3(2) . . . . ?
C17 C16 C30 S2 82.4(2) . . . . ?
C17 C16 C30 N2 -98.6(3) . . . . ?
C17 C22 C23 C24 -1.1(3) . . . . ?
C17 C22 C21 C20 1.1(3) . . . . ?
C17 C18 C19 C20 1.1(4) . . . . ?
C2 C1 C14 C9 2.4(3) . . . . ?
C2 C1 C14 C13 -176.8(2) . . . . ?
C2 C1 C15 S1 -80.0(2) . . . . ?
C2 C1 C15 N1 101.5(3) . . . . ?
C2 C7 C8 C9 1.4(3) . . . . ?
C2 C7 C6 C5 -0.4(4) . . . . ?
C2 C3 C4 C5 -1.4(4) . . . . ?
C14 C1 C2 C7 -1.8(3) . . . . ?
C14 C1 C2 C3 175.7(2) . . . . ?
C14 C1 C15 S1 99.4(2) . . . . ?
C14 C1 C15 N1 -79.1(3) . . . . ?
C14 C9 C8 C7 -0.7(4) . . . . ?
C14 C9 C10 C11 0.9(3) . . . . ?
C14 C13 C12 C11 0.7(4) . . . . ?
C29 C16 C17 C22 2.5(3) . . . . ?
C29 C16 C17 C18 -175.6(2) . . . . ?
C29 C16 C30 S2 -96.2(2) . . . . ?
C29 C16 C30 N2 82.8(3) . . . . ?
C29 C24 C23 C22 0.3(3) . . . . ?
C29 C24 C25 C26 -0.2(3) . . . . ?
C29 C28 C27 C26 -0.3(4) . . . . ?
C15 C1 C2 C7 177.6(2) . . . . ?
C15 C1 C2 C3 -4.9(3) . . . . ?
C15 C1 C14 C9 -177.0(2) . . . . ?
C15 C1 C14 C13 3.8(3) . . . . ?
C24 C29 C28 C27 0.0(3) . . . . ?
C24 C25 C26 C27 -0.1(4) . . . . ?
C9 C14 C13 C12 0.2(3) . . . . ?
C9 C10 C11 C12 -0.1(4) . . . . ?
C7 C2 C3 C4 0.2(3) . . . . ?
C7 C6 C5 C4 -0.8(4) . . . . ?
C22 C17 C18 C19 -0.4(3) . . . . ?
C22 C21 C20 C19 -0.5(4) . . . . ?
C23 C24 C25 C26 178.7(2) . . . . ?
C23 C22 C21 C20 -177.4(2) . . . . ?
C30 C16 C17 C22 -176.04(19) . . . . ?
C30 C16 C17 C18 5.9(3) . . . . ?
C30 C16 C29 C24 175.28(19) . . . . ?
C30 C16 C29 C28 -4.2(3) . . . . ?
C8 C9 C10 C11 -178.2(2) . . . . ?
C8 C7 C6 C5 177.9(2) . . . . ?
C3 C2 C7 C8 -177.7(2) . . . . ?
C3 C2 C7 C6 0.7(3) . . . . ?
C3 C4 C5 C6 1.7(4) . . . . ?
C13 C14 C9 C8 178.1(2) . . . . ?
C13 C14 C9 C10 -1.0(3) . . . . ?
C13 C12 C11 C10 -0.8(4) . . . . ?
C18 C17 C22 C23 177.9(2) . . . . ?
C18 C17 C22 C21 -0.6(3) . . . . ?
C18 C19 C20 C21 -0.6(4) . . . . ?
C28 C29 C24 C23 -178.7(2) . . . . ?
C28 C29 C24 C25 0.2(3) . . . . ?
C28 C27 C26 C25 0.3(4) . . . . ?
C10 C9 C8 C7 178.3(2) . . . . ?
C25 C24 C23 C22 -178.6(2) . . . . ?
C21 C22 C23 C24 177.4(2) . . . . ?
C6 C7 C8 C9 -177.0(2) . . . . ?

_olex2_exptl_crystal_mounting_method 
'Crystal was mounted on a 75 um MiTeGen cryoloop.'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.430
_oxdiff_exptl_absorpt_empirical_full_min 0.477
